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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 597657Generated: October 29, 2026

Malonic Acid → 3-(3-Chloro-4-hydroxyphenyl)prop-2-enoic acid

https://huagongshe.com/reaction/597657

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMalonic AcidHCID 867—
ReactantPiperidineHCID 8082—
Reactant3-Chloro-4-hydroxybenzaldehydeHCID 17022—
SolventPyridineHCID 1049—
Product3-(3-Chloro-4-hydroxyphenyl)prop-2-enoic acidHCID 53425719—

Reaction Steps

46.2 g (0.273 mol) of 3-chloro-4-hydroxy-benzaldehyde, 104 g (1 mol) of malonic acid, 140 ml of pyridine and 4 ml of piperidine are heated to 100° C for 2 hours, whilst stirring. The volatile constituents are distilled off under reduced pressure at 80° C and the residue is stirred with 800 ml of water. The resulting crystals are filtered off and recrystallised from methanol-water. 3-Chloro-4-hydroxy-cinnamic acid of melting point 180°-182° C is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04014920
Source datasetuspto-grants-1977_03
ORD IDord-2f1dd9b5182248ed8b623f97afa9e535
Source noteuspto-grants-1977_03