Diethyl chlorophosphate → HCID 67158781, compound

Participants

Reaction Steps

A stirred suspension of sodium hydride (60% in mineral oil, 13 mg) in diethyl ether (2 mL) was treated at rt with methyl (2RS,4RS)-2-(3,4-dichlorophenyl)-2,4-dimethyl-6-oxocyclohexanecarboxylate (100 mg). The mixture was stirred for 10 min and then a solution of diethyl chlorophosphate in diethyl ether (2 mL) was added. Upon completion of addition, the resulting mixture was stirred at rt for 3 h. After this time, solid ammonium chloride was added and stirring was continued for an additional 30 min. At the conclusion of this period, the resulting suspension was filtered through Celite and the filtrate was concentrated under vacuum to provide methyl (4RS,6SR)-6-(3,4-dichlorophenyl)-2-(diethoxyphosphoryloxy)-4,6-dimethyl-cyclohexen-1-carboxylate in quantitative yield. Mass spectrum m/z 465.19 (M+H+).

Provenance & Evidence