With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6224-63-1,Tri-m-tolylphosphine,as a common compound, the synthetic route is as follows.
To a solution of P(3-Me-C6H4)3 (1.98 g, 6.50 mmol) in toluene (20 mL), a solution of 3c (1.51gm, 5.90 mmol) in toluene (10 mL) was added via cannula. After 4 hours, the clear yellow solution was evaporated to afford a yellow residue. The yellow residue was washed with a mixture of 1:3 toluene-hexanes (4 x 12 mL), yielding a yellow oil. The yellow oil was washed with ether (10 mL) to give white solid 8 (1.8 g, 60percent). 1H NMR (CDCl3): delta 7.71 (s, 1H, 6-CH of -C6H3SO3-), 7.68 (s, 3H, 2-CH of (3-CH3-C6H4)3P=NH-), 7.55 (m, 3H, 5-CH of (3-CH3-C6H4)3P=NH-), 7.32 (s, 3H, 4-CH and 6-CH of (3-CH3-C6H4)3P=NH-), 6.85 (d, J = 8.4, 1H, 4-CH of -C6H3SO3-), 6.39 (d, J = 8.4, 1H, 3-CH of -C6H3SO3-), 3.90 (t, 2H, CH of CH2CH2CH3), 2.35 (s, 9H, 3-CH3 of (3-CH3-C6H4)3P=NH-), 2.19 (s, 3H, J = 6.8, 5-CH3 of – CH3C6H3SO3-), 1.52 (m, 2H, CH of CH2CH2CH3), 0.78 (t, 3H, J = 7.4, CH of CH2CH2CH3). 31P NMR (CDCl3): delta 2.7. 13C NMR (CDCl3): delta 148.9, 138.4 (d, JPC = 11.6), 134.6, 133.1 (d, JPC = 9.3), 132.5 (d, JPC = 3.1), 131.5 (d, JPC = 2.3), 130.5 (d, JPC = 10.0), 129.8 (d, JPC = 2.3), 128.4 (d, JPC = 13.2), 126.5 (d, JPC = 24), 124.6, 122.5 (d, JPC = 10.8), 71.1, 22.4, 21.5, 20.2, 10.1. Anal. Calcd for C31H34NO3PS: C, 70.03; H, 6.45; N, 2.63. Found: C, 69.89; H, 6.32; N, 2.52., 6224-63-1
6224-63-1 Tri-m-tolylphosphine 80362, achiral-phosphine-ligands compound, is more and more widely used in various fields.
Reference£º
Article; Burns, Christopher T.; Shang, Suisheng; Thapa, Rajesh; Mashuta, Mark S.; Tetrahedron Letters; vol. 53; 36; (2012); p. 4832 – 4835;,
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