Tag: 5931-53-3

5931-53-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5931-53-3,Diphenyl(o-tolyl)phosphine,as a common compound, the synthetic route is as follows.

80 g (199.8 mmol in terms of sulfur trioxide) of fuming sulfuric acid containing 20% by mass of sulfur trioxide was placed in a 3-neck flask having an internal capacity of 200 ml, equipped with a thermometer, a stirring device, a dropping funnel, and a nitrogen gas line, and 27.65 g (100.07 mmol) of diphenyl(2-methylphenyl)phosphine (hereinafter referred to as a DPOTP) was added thereto for 1 hour. Further, the liquid temperature was controlled to a range of 25 C. to 30 C. After completion of the addition, the reaction was carried out at the same temperature for 2 hours. (0220) While controlling the liquid temperature to a range of 25 C. to 30 C., the reaction solution was diluted with 600 g of ion exchange water and then transferred to a separatory funnel, and 250 g of toluene and 250 g of tetrahydrofuran were added thereto, thereby acquiring an organic phase. To the organic phase was added 20 g of an aqueous 20%-by-mass sodium hydroxide solution to separate the organic phase, thereby acquire a lower phase. The lower phase was concentrated until the liquid amount reached 95 g in the range of 35 C. to 70 C. and 4 kPa to 55 kPa. A precipitate formed by stirring this concentrated solution at 10 C. for 1 hour was collected by filtration by natural filtering, thereby acquiring 23.53 g of a pale yellow solid. (0221) To this acquisition was added 120 g of ion exchange water to obtain an aqueous solution, and then 24 g of an aqueous 50%-by-mass sulfuric acid solution was added dropwise thereto. Further, 70 g of toluene and 70 g of tetrahydrofuran were added thereto, followed by sufficiently mixing, thereby acquiring an organic phase. To the organic phase was added 10.52 g (103.96 mmol) of triethylamine, followed by stirring in the range of 20 C. to 30 C. for 1 hour. This liquid was concentrated until the liquid amount reached 50 g in the range of 35 C. to 70 C. and 4 kPa to 55 kPa. A precipitate formed by stirring this concentrated solution at 10 C. for 1 hour was collected by filtration by natural filtering, thereby acquiring 15.36 g of a pale yellow solid. (0222) 31P-NMR (400 MHz, 305 K, DMSO-d6, phosphoric acid, ppm) delta: a diphenyl(6-methyl-3-sulfonatophenyl)phosphine triethylammonium salt as a mono-form showed a peak at -13.19, and an oxide formed by oxidation of the phosphorous atoms showed a peak at 28.73. (0223) The acquisition was a mixture including 14.63 g (31.98 mmol, 95.42% by mole) of a diphenyl(6-methyl-3-sulfonatophenyl)phosphine triethylammonium salt and 0.73 g (1.54 mmol, 4.58% by mole) of an oxide formed by oxidation of the phosphorous atoms. From the viewpoint that 15.36 g (33.52 mmol in terms of phosphorous atoms) of a desired product could be acquired using 27.65 g (100.07 mmol in terms of phosphorous atoms) of DPOTP, the yield based on phosphorous atoms was 33.5%. This phosphorous compound was referred to as a ligand K.

5931-53-3 Diphenyl(o-tolyl)phosphine 80040, achiral-phosphine-ligands compound, is more and more widely used in various.

Reference£º
Patent; KURARAY CO., LTD.; YOSHIKAWA, Tatsuya; TSUJI, Tomoaki; (30 pag.)US2016/46549; (2016); 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.5931-53-3,Diphenyl(o-tolyl)phosphine,as a common compound, the synthetic route is as follows.

To a Schlenk flask charged with a solution of [Ph2P(o-tolyl)] (1 g, 3.61 mmol) in hexane (40 mL),tetramethylethylenediamine, TMEDA (0.54 mL, 3.61 mmol) and nBuLi (1.44 mL of a hexane solution,3.61 mmol) were added at -78 C with stirring. The reaction mixture was then kept at 0 C for 16 h,after which it was filtered and dried under reduced pressure yielding an extremely air and moisturesensitive yellow-orange solid. Crystals for the X-ray experiment were obtained from benzene. Yield:(1.24 g, 86%). m.p.: 146-148 C. 1H NMR (500 MHz, C6D6, 298 K): delta 7.57 (m, 4H, CH arom), 7.36 (m, 1H,CH arom), 7.16 (m, 1H, CH arom), 7.09 (m, 3H, CH arom), 7.03 (m, 2H, CH arom), 6.99 (m, 1H, CH arom),6.73 (m, 1H, CH arom), 6.19 (m, 1H, CH arom), 2.35 (br, 2H, CH2Li), 1.85 (s, 12H, CH3N), 1.65 (s, 4H,CH2N). 13C{1H} NMR (100.68 MHz, C6D6, 298 K): delta 43.71 (d, CH2-Li, 3JP,C = 17.5 Hz), 45.57 (s, CH3N),56.87 (s, CH2N), 108.12 (s, CH, o-tolyl), 120.68 (s, CH, o-tolyl), 127.94 (s, CH, Phenyl), 128.03 (d, CH,3JP,C = 7.4 Hz, Phenyl), 128.3 (s, CH, o-tolyl), 128.80 (s, CH, Phenyl), 132.79, (s, CH, o-tolyl), 133.9 (d, CH,2JP,C = 20.1 Hz, o-tolyl), 134.2 (s, CH, 2JP,C = 17.5 Hz, Phenyl), 136.27 (d, C-P, 1JP,C = 12.57 Hz, o-tolyl),136.66 (d, C-P, 1JP,C = 11.3 Hz, Phenyl), 157.5 (d, C-P, 1JP,C = 26.39 Hz, o-tolyl). 31P{1H} NMR (161.92MHz, C6D6, 298 K): delta 15.30 (s, w1/2 4 Hz).). 7Li NMR (155.45 MHz, C6D6, 298 K): delta 1.59 (s). IR(KBr/cm-1): 3059 (m), 2962 (m), 1585 (m), 1470 (m), 1434 (m), 1258 (m), 1176 (m), 1088 (m), 1026 (m),803 (m), 742 (s), 693 (s), 551 (m), 511 (m).

The synthetic route of 5931-53-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Rufino-Felipe, Ernesto; Mu Oz-Hernandez, Miguel-Angel; Montiel-Palma, Virginia; Molecules; vol. 23; 1; (2018);,
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