Ethyl Acetoacetate → Ethyl 2-acetyl-7-chloroheptanoate

Participants

Reaction Conditions

Reaction Steps

A mixture of ethyl acetoacetate [VI-1] (218.6 g), n-heptane (200 g) and 1-bromo-5-chloropentane [V-1] (371.0 g, 2.0 mol) is heated to 90° C. Thereto is added anhydrous potassium carbonate (387 g, 2.8 mol), and the mixture is stirred with heating at 100° C. for 12 hours. The mixture is filtered with suction and the n-heptane layer is collected. The residue is washed with n-heptane (300 g), and the n-heptane layer is combined with the previous n-heptane layer, and concentrated under reduced pressure to give crude ethyl 7-chloro-2-(1-oxoethyl)heptanoate [II-1] (449.2 g), which contains 74.1 % of ethyl 7-chloro-2-(1-oxoethyl)-heptanoate and 22.1 % of 1-bromo-5-chloropentane.

Provenance & Evidence