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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1866129Generated: November 1, 2026

Hydrochloric Acid → 2-Propenoic acid, 3-[4-(acetyloxy)-3-methoxyphenyl]-

https://huagongshe.com/reaction/1866129

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantAcetic AnhydrideHCID 7918—
ReactantEthyl AcetateHCID 8857—
ReactantFerulic AcidHCID 445858—
SolventPyridineHCID 1049—
Product2-Propenoic acid, 3-[4-(acetyloxy)-3-methoxyphenyl]-HCID 535467785%

Reaction Steps

To a solution of ferulic acid (5 g, 25.75 mmoles) in pyridine (75 ml) cooled to 0° C. and sheltered from light, acetic anhydride (13.14 g, 128.7 mmoles) is added in small aliquots. When the addition is ended the temperature is let reach the room value maintaining the solution under magnetic stirring for 24 hours. HCl 18.5% (160 ml) is added up to pH 2, one extracts with ethyl acetate and the organic phase is anhydrified and the solvent is evaporated at a reduced pressure. 5.15 g of trans-3-[4-acetyloxy-3-methoxyphenyl]-2-propenoic acid are obtained as a white solid. M.p. 199-205° C. Yield 85%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07629368B2
Source datasetuspto-grants-2009_12
ORD IDord-e5fb1e1cf2684ce68d5f5e59e282dcd3
Source noteuspto-grants-2009_12