Acetic Acid → Methyl 2-propylidene-4-chloroacetoacetate

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-chloroacetoacetic acid methyl ester (700 mg: 4.65 mMol.) and propionaldehyde (405 mg: 6.97 mMol.) and acetic acid (28 mg: 0.47 mMol.) in dichloromethane (3 ml) is added a solution of piperidine (24 mg: 0.28 mMol.) in dichloromethane (0.5 ml), and the mixture is stirred at -27° C. for 120 minutes. The reaction mixture is washed with dilute hydrochloric acid and water and concentrated under reduced pressure at lower than 15° C. to give 4-chloro-2-propylideneacetoacetic acid methyl ester (818 mg). Yield: 92%.

Provenance & Evidence