Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2375550Generated: October 31, 2026

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

https://huagongshe.com/reaction/2375550

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 numberUS07465803B2
Source datasetuspto-grants-2008_12
ORD IDord-c014675906224fd3acc7b800060935a2
Source noteuspto-grants-2008_12