Dioxidophosphane → Ethyl p-Anisylphosphonochloridite

Participants

Reaction Steps

This and other phosphonochloridous esters were best prepared by the procedure of Steininger (Chem. Ber., 1962, 95, 2993) for the comproportionation of the corresponding phosphonous dichloride and phosphonite. Thus, a solution of diethyl p-anisylphosphonite (7.5 g, 36 mmol) in dry ether (20 mL) was added to a solution of p-anisylphosphonous dichloride (8.2 g, 36 mmol) in ether (75 mL) at 5° C. The solution was warmed to room temperature and stirred two hours, then concentrated and distilled (Kugelrohr) at 105°-110° C. (0.1 mmHg). Yield: 9.4 g (60%); IR (neat) 1595, 1500, 1255, 1095, 1025, 930, 824 cm-1 ; 1H NMR (CDCL3) δ 7.9-7.5 (n, 2 H), 8.1-7.8 (m, 2 H), 4.0 (m, 2 H), 3.82, (s, 3 H), 1.30 (t, J=7 Hz, 3 H); 31P NMR (CDCl3) δ 177.2 (ca. 90%).

Provenance & Evidence