Triethyl phosphite → Phosphonic acid, [(5-phenyl-3-isoxazolyl)methyl]-, diethyl ester

Participants

Reaction Steps

3-Chloromethyl-5-phenylisoxazole (2.07 g, 10 mmol) and triethylphosphite (1.72 ml, 10 mmol) were heated at reflux for 2 h then the mixture distilled under reduced pressure to yield the title compound (1.85 g, 6.27 mmol, 63%); b.p. 192° at 0.5 mm Hg; νmax (film) 2980, 2900, 1610, 1590, 1570, 1500, 1450, 1420, 1390, 1250, 1160, 1060-1010, 970, 760, 690 cm-1 ; δH (CDCl3) 1.30 (3H, t, J 7 Hz, OCH2CH3), 3.30 (2H, d, J 21 Hz, CH2 --P), 4.20 (2H, m, OCH2CH3), 6.60 (1H, s, CH-het), 7.2-7.9 (5H, m, Ph).

Provenance & Evidence