Category: 719-80-2

719-80-2, Ethoxydiphenylphosphine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

719-80-2, General procedure: To a flame dried two-neck round-bottom flask containing CsF (5.50 equiv.) was added o-silyl aryl triflate (II) (1.00 equiv.) in acetonitrile, followed by addition of phosphorous compound of formula (III) (4.00 equiv.) in acetonitrile under argon atmosphere. The reaction mixture was stirred at room temperature and the progress was monitored by TLC. After completion of the reaction, acetonitrile was removed on rotary evaporator and the crude product was dried under high vacuum and purified by flash silica gel column using a gradient of ethyl acetate-petroleum ether to afford corresponding aryl-phosphorous compounds of formula (I) in good to excellent yields. 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (25 mg, 0.083 mmol), Cesium Fluoride (70 mg, 0.461 mmol), Ethoxydiphenylphosphane (78 mg, 0.33 mmol), Acetonitrile (1 ml): Reaction Time: 16 h; Rf: 0.3 (1:3 EtOAc:Pet Ether); White Solid; 17.5 mg, 75%; 1H NMR (400 MHz, CDCl3, TMS) delta 7.74-7.63 (m, 6H), 7.59-7.51 (m, 3H), 7.50-7.40 (m, 6H); 13C NMR (100 MHz, CDCl3, TMS) delta 132.5 (d, J=104.0 Hz), 132.1 (d, J=10.0 Hz), 131.9 (d, J=2.3 Hz); 128.5 (d, J=12.4 Hz); 31P NMR (162 MHz, CDCl3) delta 29.2; Mass (M+Na)+ 301; Known Compound, Lit. K. Prokop, D. Goldberg, J. Am. Chem. Soc. 2012, 134, 8014

719-80-2 Ethoxydiphenylphosphine 69754, achiral-phosphine-ligands compound, is more and more widely used in various fields.

Reference£º
Patent; Mhaske, Santosh Baburao; Dhokale, Ranjeet Ashokrao; US2015/210725; (2015); A1;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

719-80-2, Ethoxydiphenylphosphine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

719-80-2, Ethyl diphenylphosphinite (4.7 mL, 21.76 mmol) was combined with a solution of 2,6-bis(chloromethyl)pyridine (15.7g, 89.18 mmol) [13] in o-xylene (60 mL) under a nitrogen atmosphere, and the mixture was stirred (120 C, 2 h). After evaporation of solvent, the residue was purified by column chromatography (silica gel (230 g), CH2Cl2/MeOH, 100/0 to 97/3) leaving 1a as a white powder. Yield: 6.64 g, 89 %. Mp 118-120 C. Single crystals of 1a were obtained by slow evaporation of a CH2Cl2/Et2O (10/90) solution. 31P{1H} NMR (121.5 MHz, CDCl3): delta=30.5. 1H NMR (300 MHz, CDCl3): delta=7.75-7.69 (m, 4H, H9), 7.52 (t, JHH=7.8Hz, 1H, H4), 7.46-7.33 (m, 7H, H10,11 and H3 or H5), 7.18 (d, JHH=7.8Hz, 1H, H3 or H5), 4.42 (s, 2H, H7), 3.89 (d, JHP=14.4Hz, 2H, H1). 13C{1H} NMR (75.4 MHz, CDCl3): delta=155.9 (C6), 152.4 (d, JCP=7.0Hz, C2), 137.4 (C4), 132.3 (d, JCP=100.4Hz, C8), 131.8 (C11), 131.1 (d, JCP=9.5Hz, C9), 128.4 (d, JCP=11.9Hz, C10), 124.2 (d, JCP=3.2Hz, C5), 120.8 (C3), 46.5 (C7), 40.9 (d, JCP=64.0Hz, C1). IR (KBr, cm-1): nu = 3057, 2923, 1612, 1589, 1575, 1483, 1455, 1433, 1397, 1293, 1268, 1249, 1225, 1200 (nuP=O), 1161, 1118, 1084, 1066, 1024, 992, 963, 858, 827, 813, 753, 734, 714, 699, 690, 618, 575, 543, 519, 490, 452, 435, 410. HRMS (ESI): m/z (%) = 342.0826 (100) [M+H+]. C19H18NOPCl requires 342.0815; 364.0635 (40) [M+Na+]. C19H17NOPClNa requires 364.0634. Anal. Calc. for C19H17ClNOP: C, 66.77; H, 5.01; N, 4.10. Found: C, 66.66; H, 4.86; N, 3.50 %

The synthetic route of 719-80-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ouizem, Sabrina; Rosario Amorin, Daniel; Dickie, Diane A.; Cramer, Roger E.; Campana, Charles F.; Hay, Benjamin P.; Podair, Julien; Delmau, Laetitia H.; Paine, Robert T.; Polyhedron; vol. 97; (2015); p. 20 – 29;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

719-80-2, Ethoxydiphenylphosphine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

719-80-2, To a stirred solution of CsF (63 mg, 0.42 mmol) in anhydrous acetonitrile 1 mL was consecutively added 2,5 dimethyl -(o-trimethyl silyl)phenyl triflate (25 mg, 0.077 mmol) and ethoxydiphenylphosphine (60 mg, 0.31 mmol). Reaction mixture was allowed to stir at room temperature (30 C) for 30 hrs. The reaction mixture’ was concentrated and directly loaded on silica gel column and purified by using solvent gradient of Pet. EthenEthyl Acetate (1 : 1) to yield a white solid phosphine oxide (19 mg, 81%). Reaction Time: 30 h; Rf: 0.3 (1 : 1 EtOAc:Pet Ether); White Solid; mp 157-159 C; 19.0 mg, 81 %; 1 H NMR (400 MHz, GDC13, TMS) delta 7.75-7.60 (m, 4H), 7.59-7.52 (m, 2H), 7.51-7.43 (m, 4H), 7.26-7.20 (m, 1H), 7.19-7.13 (m, 1H), 6.88 (d, J = 14.4 Hz, 1H), 2.37 (s, 3H), 2.21 (s, 3H); 13C NMR ( 100 MHz, CDCI3, TMS) 5 140.0 (d, J = 7.7 Hz), 134.7 (d, J = 13.1 Hz), 133.9 (d, J = 12.3 Hz), 132.9 (d, J = 103.3 Hz), 132.8 (d, J = 2.3 Hz), 13 .9 (d, J = 10.0 Hz), 131.8, 131.7 (d, J = 3.1 Hz), 130.4(d, J= 103.3 Hz), .128.5 (d, J = 11.6 Hz), 21.2 (d, J = 4.6 Hz), 21.0; 31P NMR ( 162 MHz, CDCI3) delta 31.7; HRMS-ESI (m/z) calcd (C20H19OP + H)+ : 307.1246 found: 307.1244.

The synthetic route of 719-80-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH; MHASKE, Santosh Baburao; DHOKALE, Ranjeet Ashokrao; WO2014/24212; (2014); A1;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

719-80-2, Ethoxydiphenylphosphine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

719-80-2, To a solution of complex Re1 (40 mg, 0.098 mmol) in hexane (1 mL), Ph2P(OEt) (25 mg, 0.109 mmol) was added. The reaction mixture was stirred for 2 h. The precipitate formed was filtered off and dried in oil-pump vacuum to yield 48 mg (77%) of product Re4 as light-yellow powder. Calculated for C29H26O3PRe, %: C, 54.45; H, 4.10. Found: C, 54.40; H, 4.12. IR (hexane), nu/cm-1: 1902s, 1835s (CO). 1H NMR (C6D6), delta: 0.89 (t, 3H, 3JHH = 7.0 Hz, OCH2CH3), 3.43 (dq, 2H, 3JHH ? 3JPH ? 6.4 Hz, POCH2CH3), 4.44 (s, 5H, Cp), 7.11-7.23 (Hpara Ph; Hmeta and Hpara PPh), 7.39 (dd, 2H, 3JHH = 7.6 Hz, Hmeta Ph), 8.02 (d, 2H, 3JHH = 7.9 Hz, Hortho PPh), 8.06 (d, 2H, 3JHH = 7.2 Hz, Hortho PPh), 8.37 (d, 2H, 3JHH = 7.7 Hz, Horhto Ph), 8.75 (d, 1?, 3JPH = 39.0 Hz, =CHPh). 31P{H} NMR (C6D6), delta: 32.28 (s, P+Ph2(OEt)).

As the paragraph descriping shows that 719-80-2 is playing an increasingly important role.

Reference£º
Article; Utegenov, Kamil I.; Krivykh, Vasily V.; Chudin, Oleg S.; Smol’yakov, Alexander F.; Dolgushin, Fedor M.; Semeikin, Oleg V.; Shteltser, Nikolai A.; Ustynyuk, Nikolai A.; Journal of Organometallic Chemistry; vol. 867; (2018); p. 113 – 124;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

719-80-2, Ethoxydiphenylphosphine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

719-80-2, l-(trimethylsilyl)naphthalen-2-yl trifluoromethanesulfonate (25 mg, 0.071 mmol), Cesium Fluoride (60 mg, 0.395 mmol), Ethoxydiphenylphosphane (68 mg, 0.287 mmol), Acetonitrile (1 ml): Reaction Time: 16 h; Rf. 0.4 (1 :3 EtOAc:Pet Ether); Thick oil; 19.5 mg, 83 %; NMR (400 MHz, CDCI3, TMS) delta 8.28 ( d, J = 13.8 Hz, 1H), 7.95-7.84 (m, 3H), 7.79-7.40 (m, 13 H); 13C NMR (100 MHz, CDC13, TMS) delta 134.7 (d, J= 2.3 Hz), 134.0 (d, J= 9.3 Hz), 133.0, 132.3, 132.1 (d, J =10.0 Hz), 132.0 (d, J = 1.5 Hz), 131.3 (d, 7 = 243.5 Hz), 128.9, 128.5 (d, J = 12.3 Hz), 128.4, 128.2, 127.4 (d, J = 87.9 Hz), 126.8 (d, J= 10.8 Hz); 3IP NMR (162 MHz, CDC13) delta 29.3; HRMS-ESI (m/z) calcd (C22H17OP + H)+ : 329.1090 found: 329.1086; Known compound, Lit. Y.-L. Zhao, G.-J. Wu, Y. Li, L.-X. Gao, F.-S. Han, Chem. Eur. J. 2012, 18, 9622.

719-80-2 Ethoxydiphenylphosphine 69754, achiral-phosphine-ligands compound, is more and more widely used in various fields.

Reference£º
Patent; COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH; MHASKE, Santosh Baburao; DHOKALE, Ranjeet Ashokrao; WO2014/24212; (2014); A1;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.719-80-2,Ethoxydiphenylphosphine,as a common compound, the synthetic route is as follows.

719-80-2, Under nitrogen, a mixture of 1 (115 mg, 0.138 mmol) and ethyl diphenylphosphinite (600 muL, 2.78 mmol) in a 25 mL flask was heated for 30 min at 100 C. Toluene (2 mL) was then added and the mixture was heated at reflux for 2 h. The product mixture was purified by column chromatography (silica gel) using a non-polar eluent (EtOAc/CH2Cl2, 1:1) to remove by-products and then a polar mixture (EtOAc/MeOH, 9:1) to separate the product. The eluate was concentrated and dried under vacuum to give a white solid foam 2 (175 mg, 95%).1HNMR (400 MHz, CDCl3) delta 7.71-7.66 (m, 12H, Ar-H), 7.50-7.39 (m, 18H, Ar-H),7.04 (dd, 3JHH=7.9 Hz, 4JHP=1.7 Hz, 6H, Ar-H), 6.97 (d, 3JHH = 7.9 Hz, 6H, Ar-H), 4.08 (q, J = 7.1 Hz, 6H, -COCH2CH3),3.65 (d, 2JHP =13.7 Hz, 6H, CH2P(O)Ph2),3.18 (d, J = 15.7 Hz, 6H, ArCHaHb), 2.95 (s,6H, ArCH2-), 2.80 (d, J = 15.7 Hz, 6H, ArCHaHb), 1.18 (t, J = 7.1 Hz, 9H, -COCH2CH3); 13C NMR (100MHz, CDCl3) delta 176.5 (s, -C=O), 136.8 (d, 5JCP = 2.6 Hz, Ar-C), 135.8 (s, Ar-C), 132.6 (d, 1JCP= 97.6 Hz, Ar-C), 132.2 (d, 4JCP = 2.4 Hz, Ar-C), 131.6 (d, 3JCP = 9.2 Hz, Ar-C), 130.4 (d, 3JCP = 4.8 Hz, Ar-C), 130.1 (d, 4JCP = 2.4 Hz, Ar-C), 129.9 (d, 2JCP = 8.0 Hz, Ar-C), 128.9 (d, 2JCP = 11.6 Hz, Ar-C), 61.1, 56.1, 43.7, 40.3, 38.1 (d, 1JCP = 66.2 Hz, CH2P(O)Ph2), 14.1;31P NMR (162 MHz, CDCl3) delta 31.2; HRMS-FAB (NOBA) Calcdfor C84H82O9P3 (M+H+): m/z (rel intensity) 1330.5272 (12.1%),1330.5248 (1.7%), 1329.5239 (40.8%), 1329.5214 (1.8%), 1328.5205 (90.9%),1327.5172 (100.0%),Observed: m/z (relintensity) 1330.5010 (M+4, 16), 1329.5145 (M+3, 44), 1328.5295 (M+2,90),1327.5162 (M+H+, 100), 1277.3716 (11), Elemental analysis: Calcd forC84H81O9P3: C, 76.00; H, 6.15; O,10.85; P, 7.00, Observed: C, 75.78; H, 6.20.

719-80-2 Ethoxydiphenylphosphine 69754, achiral-phosphine-ligands compound, is more and more widely used in various fields.

Reference£º
Article; Lim, Dong Seob; Sahoo, Suban K.; Cho, Chan Sik; Kim, Yang; Choi, Heung-Jin; Tetrahedron Letters; vol. 56; 41; (2015); p. 5665 – 5669;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

719-80-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.719-80-2,Ethoxydiphenylphosphine,as a common compound, the synthetic route is as follows.

To a stirred solution of CsF (63 mg, 0.42 mmol) in anhydrous acetonitrile 1 mL was consecutively added 2,5 dimethyl-(o-trimethyl silyl)phenyl triflate (25 mg, 0.077 mmol) and ethoxydiphenylphosphine (60 mg, 0.31 mmol). Reaction mixture was allowed to stir at room temperature (30 C.) for 30 hrs. The reaction mixture was concentrated and directly loaded on silica gel column and purified by using solvent gradient of Pet. Ether: Ethyl Acetate (1:1) to yield a white solid phosphine oxide (19 mg, 81%). Reaction Time: 30 h; Rf: 0.3 (1:1 EtOAc:Pet Ether); White Solid; mp 157-159 C.; 19.0 mg, 81%; 1H NMR (400 MHz, CDCl3, TMS) delta 7.75-7.60 (m, 4H), 7.59-7.52 (m, 2H), 7.51-7.43 (m, 4H), 7.26-7.20 (m, 1H), 7.19-7.13 (m, 1H), 6.88 (d, J=14.4 Hz, 1H), 2.37 (s, 3H), 2.21 (s, 3H); 13C NMR (100 MHz, CDCl3, TMS) delta 140.0 (d, J=7.7 Hz), 134.7 (d, J=13.1 Hz), 133.9 (d, J=12.3 Hz), 132.9 (d, J=103.3 Hz), 132.8 (d, J=2.3 Hz), 131.9 (d, J=10.0 Hz), 131.8, 131.7 (d, J=3.1 Hz), 130.4 (d, J=103.3 Hz), 128.5 (d, J=11.6 Hz), 21.2 (d, J=4.6 Hz), 21.0; 31P NMR (162 MHz, CDCl3) delta 31.7; HRMS-ESI (m/z) calcd (C20H19OP+H)+: 307.1246 found: 307.1244

719-80-2 Ethoxydiphenylphosphine 69754, achiral-phosphine-ligands compound, is more and more widely used in various fields.

Reference£º
Patent; Mhaske, Santosh Baburao; Dhokale, Ranjeet Ashokrao; US2015/210725; (2015); A1;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.719-80-2,Ethoxydiphenylphosphine,as a common compound, the synthetic route is as follows.

719-80-2, Ethyl diphenylphosphinite,0.87 g (0.0038 mol), was added dropwise to asolution of 1.25 g (0.0038 mol) of compound 21a in1 mL of diethyl ether on cooling to -5 to 5C. Themixture was left to stand for 24 h at room temperature,and the solvent and volatile components were removedunder reduced pressure. Yield 1.44 g (76.6%), colorlesscrystals, mp 146-148C (from isooctane). The spectralcharacteristics of samples of 23a synthesized bydifferent methods were identical.

The synthetic route of 719-80-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Gazizov; Ivanova, S. Yu.; Khairullin; Kirillina, Yu. S.; Gazizova; Russian Journal of General Chemistry; vol. 88; 11; (2018); p. 2243 – 2250; Zh. Obshch. Khim.; vol. 88; 11; (2018); p. 1761 – 1769,9;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.719-80-2,Ethoxydiphenylphosphine,as a common compound, the synthetic route is as follows.

719-80-2, General procedure: 2-Chloromethylbenzothiazole (1) (0.183 g, 0.001 mol) andpotassium iodide (KI) (0.166 g, 0.001 mol) were taken intoa round bottomed flask containing 20 mL of THF. Thereaction mixture was stirred for 3 h at 40C. After completionof the reaction as checked by TLC, cooled the reactionmass to RT and then filtered to remove the salt (KCl),resulted in iodo compound, 2-(iodomethyl) benzo[d]thiazole(2). The filtrate was transferred into a flask and sodiumazide (NaN3) (0.065 g, 0.001 mol) was added. The reactionmixture was stirred at 25-30C for 3 h to form an intermediate,2-azidomethylbenzothiazole (3). The reaction mixturewas filtered to remove the salt, NaI, and filtrate was takenfor the next step.Triphenylphosphine (4a) (0.262 g, 0.001mol) was added to 3under N2 atmosphere. The reaction mixture was stirred at 65-70C for 4 h and the progress of the reaction was monitored byTLC using ethylacetate: n-hexane (2:3) as an eluent. After completionof the reaction, the solvent was removed from the reactionmixture in a rotaevaporator to get the crude product and itwas purified by column chromatography using ethylacetate:nhexane(1:4) to obtain pure product, N-(1,3-Benzothiazol-2-ylmethyl)-N-(1,1,1-triphenyl-lambda5-phosphanylidene) amine (5a).The same procedure was adopted for the synthesis of remainingtitle compounds and the physical data of these compounds aresummarized in Table 1.

The synthetic route of 719-80-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Madhava; Subramanyam; Thaslim Basha; Jawahar Babu; Naga Raju; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 191; 1; (2016); p. 16 – 21;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate