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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 377779Generated: October 29, 2026

Benzoyl chloride → 1-Benzoylazepan-2-one

https://huagongshe.com/reaction/377779

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
ReactantCaprolactamHCID 7768—
ReactantDiisopropylethylamineHCID 81531—
SolventWaterHCID 962—
Product1-Benzoylazepan-2-oneHCID 22447195%

Reaction Conditions

Temperature90 °C

Reaction Steps

Under a stream of nitrogen, 200 g of ε-caprolactam are introduced into a 1 l four-necked flask fitted with stirrer and thermometer and melted. 226 g of N,N-diisopropyl-N-ethylamine (Hunig base) and 250 g of benzoyl chloride are then added dropwise simultaneously over the course of 2 hours, with stirring. The temperature is maintained initially at 90° C.and then increased further to 110° C. When the reaction is complete, the melt, at 80° C., is introduced into 350 ml of water at room temperature and stirred. After one hour, the precipitated benzoylcaprolactam is filtered off and dried. The N-benzoylcaprolactam is obtained in a yield of 95% and a purity of >99% by GC. The Hunig base is worked up as in Example 1. The precipitated N,N-diisopropyl-N-ethylamine (water content: 0.13%) can again be reused without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06028192
Source datasetuspto-grants-2000_02
ORD IDord-ffb77d3433de4191a239d36bfdfd6cef
Source noteuspto-grants-2000_02