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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1974701Generated: November 1, 2026

Hydrochloric Acid → 5-(3,4-Dimethoxy-5-chlorophenyl)-2,4-pentadienoic acid

https://huagongshe.com/reaction/1974701

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant3-Chloro-4,5-dimethoxybenzaldehydeHCID 240052—
ReactantEthyl trans-crotonateHCID 429065—
ReactantPotassium tert-butoxideHCID 23665647—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product5-(3,4-Dimethoxy-5-chlorophenyl)-2,4-pentadienoic acidHCID 54219779—

Reaction Steps

To a solution containing 10.0 g of 3,4-dimethoxy-5-chlorobenzaldehyde and 8.3 ml of ethyl crotonate in 65 ml of N-methylpyrrolidone 6.7 g of potassium tert.-butoxide was added with stirring. The solution was stirred for 0.5 h more at 20° C. and the solution was poured then to a mixture of ice and hydrochloric acid and extracted with ether. The ether extract was washed with water and extracted then with NaHCO3 -solution. The aqueous phase was acidified with hydrochloric acid and the semisolid product was separated and washed with water. Yield 7.3 g (55%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05283352
Source datasetuspto-grants-1994_02
ORD IDord-6ed4b0d8e9f143f496e92fc0ccf6d0af
Source noteuspto-grants-1994_02