Trimethyl phosphite → HCID 19028505, compound

Participants

Reaction Steps

A solution of 2-methoxy-5-butylbenzylchloride (10 (1.65 g, 7.76 mmol) in trimethyl phosphite (25 ml) was heated at reflux for 22 h under argon. The excess trimethyl phosphite was distilled off under reduced pressure and the residue was purified by column chromatography over silica (dichloromethane/methanol; 49:1), by distillation under reduced pressure (b.p. 215° C. at 0.075 mm Hg) and finally by column chromatography over silica (dichloromethane/methanol; 19:1) to yield a colourless oil of (11) (1.21 g, 55%); 67H (CDCl3) 1.33 (9 H, s, tert-butyl), 3.17 (2 H, d, J=21.8 Hz, CH2P), 3.64 (3 H, s, OCH3), 3.69 (3 H, s, OCH3), 3.86 (3 H, s, Ar-OCH3), 6.83 (1 H, d, J=8.6 Hz, H3), 7.08 (t H, d, J=16.4 Hz, vinylic H), 7.24, 7.29, 7.41, 7.48, and 7.50 (5 H, m, PhH and vinylic H), and 7.57 (1 H, d, J=2.4 Hz, PhH).

Provenance & Evidence