Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2101079Generated: October 30, 2026

Malonic Acid → 3-(3-Hydroxy-4-methoxyphenyl)prop-2-enoic acid

https://huagongshe.com/reaction/2101079

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMalonic AcidHCID 867—
ReactantIsovanillinHCID 12127—
SolventPyridineHCID 1049—
SolventPiperidineHCID 8082—
Product3-(3-Hydroxy-4-methoxyphenyl)prop-2-enoic acidHCID 92126104.5%

Reaction Conditions

Temperature120 °C

Reaction Steps

The mixture of 3-hydroxy-4-methoxy-benzaldehyde (30 g) and malonic acid (42 g) in pyridine (80 ml) and piperidine (4 ml) was heated at 120° C. for 6 hours. The solution was cooled to room temperature and concentrated to 20 ml. The residue was dissolved in 500 ml of water and the solution was acidified with concentrated HCl until PH=3. The solid was collected to give 3-(3-Hydroxy-4-methoxy-phenyl)-acrylic acid (40 g). LC-MS: m/e 195 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07572809B2
Source datasetuspto-grants-2009_08
ORD IDord-9b25810630f84763b5e3590f564e03bc
Source noteuspto-grants-2009_08