Allyl chloroformate → HCID 54299807, compound

Participants

Reaction Steps

To a solution of sodium salt of ethyl 2-hydroxyimino-2-cyanoacetate (23.1 g) in water (100 ml), a solution of allyl chloroformate (17.0 g) in ethyl acetate (30 ml) is dropwise added at 5° to 10°C. The resulting mixture is stirred for 1 hour while adjusting pH to 7 with the addition of an aqueous solution of sodium hydrogencarbonate. The reaction mixture is extracted with ethyl acetate, and the organic layer is washed with water, dried and concentrated. The residue is distilled under reduced pressure to give ethyl 2-allyloxycarbonyloxyimino-2-cyanoacetate (19.9 g) as an oil. B.P. 122 to 124°C/0.9 mmHg.

Provenance & Evidence