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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 651295Generated: October 29, 2026

Sodium Bicarbonate → 3-(3-Chlorophenyl)prop-2-enoic acid

https://huagongshe.com/reaction/651295

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantSodium AcetateHCID 517045—
ReactantHCID 10776589HCID 10776589—
SolventEthyl AcetateHCID 8857—
Product3-(3-Chlorophenyl)prop-2-enoic acidHCID 74631—

Reaction Conditions

Temperature200 °C

Reaction Steps

A three-neck flask was charged with 24.26 g of m-chlorobenzylidene diacetate and 6.15 g of sodium acetate, and the mixture was refluxed in a 200° C. oil bath for 9 hours. The mixture was cooled, and 100 g of ethyl acetate was added. Furthermore, saturated sodium hydrogencarbonate aqueous solution was added, and the mixture was sufficiently stirred, to produce m-chlorocinnamic acid which was extracted into a water phase. The water phase was separated, and hydrochloric acid was added till the pH became 2, to precipitate m-chlorocinnamic acid which was secured by filtration. It was washed by water sufficiently and dried in vacuum at 60° C. for 8 hours, being weighed. The purity of the obtained product was analyzed by high performance liquid chromatography. The m-chlorocinnamic acid yield and m-chlorobenzylidene diacetate conversion were obtained from the following formulae:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06278019B1
Source datasetuspto-grants-2001_08
ORD IDord-10d646e5a2c348ffaf8feaf431dd49dc
Source noteuspto-grants-2001_08