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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 79403Generated: October 25, 2026

Ethyl chloroacetate → Potassium (E)-2-chloro-3-ethoxy-3-oxoprop-1-en-1-olate

https://huagongshe.com/reaction/79403

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl chloroacetateHCID 7751—
ReactantEthyl formateHCID 8025—
ReactantPotassium tert-butoxideHCID 23665647—
SolventTetrahydrofuranHCID 8028—
ProductPotassium (E)-2-chloro-3-ethoxy-3-oxoprop-1-en-1-olateHCID 2371183690.2%

Reaction Conditions

Temperature10 °C

Reaction Steps

A mixture of ethyl 2-chloroacetate (110.0 g; 897.6 mmol) and ethyl formate (73.14 g; 987.4 mmol) was added slowly to a suspension of potassium t-butoxide (110.8 g; 987.4 mmol) in THF (1000 mL) at −5° C. (maintaining the temperature<10° C.) with mechanical stirring. The mixture was stirred at ambient temperature for 24 hours. The solids were collected by filtration and washed with THF (200 mL) and acetonitrile (200 mL). The material was dried under vacuum to give the product (152.7 g) which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841455B2
Source datasetuspto-grants-2014_09
ORD IDord-2ea6dfb85e38424b9b824e1f31329a2f
Source noteuspto-grants-2014_09