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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2100733Generated: October 30, 2026

Malonic Acid → 3-(4-Hydroxy-3-Methoxyphenyl)Prop-2-Enoic Acid

https://huagongshe.com/reaction/2100733

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMalonic AcidHCID 867—
ReactantVanillinHCID 1183—
ReactantPiperidineHCID 8082—
SolventPyridineHCID 1049—
Product3-(4-Hydroxy-3-Methoxyphenyl)Prop-2-Enoic AcidHCID 70992%

Reaction Conditions

Temperature90 °C

Reaction Steps

Vanillin (40 g, 263 mmol) was dissolved in pyridine (120 ml), and malonic acid (41 g, 395 mm ol) was added, followed by piperidine (4 ml). The mixture was heated at 90° C. for 6 hs under N2. After removal of pridine, the residue was poured into water (500 ml), acidified to PH=3 by aq.HCl. The precipitate was collected, washed by water (150 ml×3), and dried to give product (47 g, 91.8%). LC-MS: m/e 193 (M−1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07572809B2
Source datasetuspto-grants-2009_08
ORD IDord-5e0eb99ab5934ef0818057a3f0631337
Source noteuspto-grants-2009_08