Water → HCID 69503557, compound

Participants

Reaction Conditions

Reaction Steps

2-Phenylvinyl diphenyl phosphate was prepared by treating a solution of 4.6 mL (22 mmol) diphenyl chlorophosphate and 3.6 mL (24 mmol) 1,8-diazabicyclo[5.4.0]undec-7-ene in 20 mL methylene chloride 0° C. with 2.6 mL (20 mmol) phenylacetaldehyde (90% purity. The solution was stirred at 0° C. for 6 h, poured into a mixture of water and ether (75 mL each), and the organic phase was extracted twice with 0.1 N HCl (50 mL each) and then washed with brine (25 mL). The organic phase was then dried over MgSO4, filtered, and concentrated. Distillation using a Kugelrohr apparatus (225° C./0.1 torr) provided 6.4 g 2-phenylvinyl diphenyl phosphate (90% yield) as an approximately equal mixture of E and Z isomers.

Provenance & Evidence