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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2292153Generated: October 30, 2026

Thionyl Chloride → Ethyl (2-chloro-6-oxocyclohex-1-en-1-yl)acetate

https://huagongshe.com/reaction/2292153

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 12355684HCID 12355684—
SolventDichloromethaneHCID 6344—
ProductEthyl (2-chloro-6-oxocyclohex-1-en-1-yl)acetateHCID 14330442—

Reaction Steps

A slurry of ethyl α-(2,6-dioxocyclohexyl)acetate hydrate (1.53 kg) in methylene chloride (7.7L) is brought to reflux and then thionyl chloride (1.80 kg) is added dropwise over a period of 1.75 hours. The solution is refluxed for 3 hours and then evaporated in vacuo to yield an oil which is distilled to give ethyl α-(2-chloro-6-oxocyclohex-1-enyl)acetate as a yellow oil, bp 115°-125°/0.2 mm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04801605
Source datasetuspto-grants-1989_01
ORD IDord-852f04908fb64e259b45c1c4b91b9d43
Source noteuspto-grants-1989_01