With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.24171-89-9,Tri(thiophen-2-yl)phosphine,as a common compound, the synthetic route is as follows.
2-Chloromethyl-3-hydroxypyridine hydrochloride (4) (0.40 g, 2.22 mmol) was added to a solution of tris- (2-thienyl)phosphine (0.93 g, 3.32 mmol) in acetonitrile (40 mL) and the mixture was refluxed for 12 h. Then, the solvent was evaporated in vacuo, the dry residue was dissolved in chloroform and washed with water. The aqueous layer was separated, dried in vacuo, and recrystallized from acetone. The yield was 0.24 g (24%), a white crystalline compound, m.p. 197-198 C. 1H NMR (DMSO-d6), d: 5.29 (d, 2 H, CH2P, J = 14.4 Hz); 7.22 (ABX-system, 1 H, 5-PyH, J1 = 8.0 Hz, J2= 4.6 Hz); 7.34 (ABX- system, 1 H, 4-PyH, J = 8.0 Hz); 7.49 (m, 3 H, P(2-thien)3 (thien means thienyl)); 7.91 (ABX-system, 1 H, 6-PyH, J = = 4.6 Hz); 7.97 (dd, 3 H, P(2-thien)3, J1 = 8.3 Hz, J2 = 3.4 Hz); 8.45 (t, 3 H, P(2-thien)3, J = 4.6 Hz); 10.83 (s, 1 H, OH). 13C NMR (DMSO-d6), d: 32.92 (d, CH2P, J = 64.3 Hz); 120.00 (d, Cthien, J = 112.2 Hz); 122.70 (s, CPyr); 124.62 (s, CPyr); 129.99 (d, Cthien, J = 16.2 Hz); 137.83 (d, Cthien, J = 3.9 Hz); 138.53 (s, CPyr); 140.51 (d, Cthien, J = 4.1 Hz); 141.98 (d, CPyr, J = 12.1 Hz); 152.36 (d, CPyr, J = 8.0 Hz). 31P NMR (DMSO-d6), d: 10.68. HRMS, found: m/z 388.0048 [M – 2 Cl – H]+. C18H16NOPS3Cl2. Calculated: [M – 2 Cl – H] = 388.0048., 24171-89-9
The synthetic route of 24171-89-9 has been constantly updated, and we look forward to future research findings.
Reference£º
Article; Shtyrlin; Vafina; Pugachev; Khaziev; Nikitina; Zeldi; Iksanova; Shtyrlin, Yu. G.; Russian Chemical Bulletin; vol. 65; 2; (2016); p. 537 – 545; Izv. Akad. Nauk, Ser. Khim.; 2; (2016); p. 537 – 545,9;,
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