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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 649368Generated: October 29, 2026

Phosgene → Ethyl 4-(chlorocarbonyloxy)-2-butynoate

https://huagongshe.com/reaction/649368

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosgeneHCID 6371—
Reactant4-Hydroxy-but-2-ynoic acid ethyl esterHCID 10855468—
SolventBenzeneHCID 241—
ProductEthyl 4-(chlorocarbonyloxy)-2-butynoateHCID 1456768785%

Reaction Steps

To 40 ml of a benzene solution of phosgene (containing 6.2 g (62.5 millimoles) of phosgene), 6.4 g (50 millimoles) of ethyl 4-hydroxy-2-butynoate was rapidly added under cooling with ice, and the mixture was stirred for 30 minutes under cooling with ice. The reaction mixture was returned to room temperature and left to stand for one night. Then, the reaction mixture was concentrated under reduced pressure to distil off benzene, whereby 8.1 g (yield: 85%) of oily ethyl 4-(chlorocarbonyloxy)-2-butynoate was obtained as the residue.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04739106
Source datasetuspto-grants-1988_04
ORD IDord-94fb078edcf84d3eae5bfec031bcddbf
Source noteuspto-grants-1988_04