4-Acetylbutyric acid → HCID 13839457, compound

Participants

Reaction Steps

A mixture of 5.50 g of 5-ketohexanoic acid commercially available from Aldrich Chemical Co., Milwaukee, Wisconsin, and 8.83 g of thionyl chloride was stirred for 16 hours at 25° C. under argon. The reaction mixture was distilled to produce 2.62 g of the hexanoylchloride as a light-yellow oil; bp 99°-104° C. (aspirator vacuum), which was contaminated with about 60% of 4-chloro-5-ketohexanoyl chloride. The material had the following spectral chracteristics: nmr δ 1.90 (s, 3, COCH3), 2.0 (s, 3, CHClCOCH3), 5.10 (broad t, 1, CHClCOCH3); no signal for CO2H observed; IR λ max 5.70, 7.50, 8.10, 8.70, 9.45μ.

Provenance & Evidence