Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1805945Generated: October 30, 2026

Methanol → 2-Propenoic acid, 3-(2-methylphenyl)-, methyl ester, (2E)-

https://huagongshe.com/reaction/1805945

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactant3-(2-Methylphenyl)prop-2-enoic acidHCID 98306—
Product2-Propenoic acid, 3-(2-methylphenyl)-, methyl ester, (2E)-HCID 10176349—

Reaction Conditions

Temperature60 °C

Reaction Steps

To 2-Methylcinnamic acid (5.68 g, 35 mmol) in MeOH (175 ml) was added thionyl chloride (2.55 ml, 35.0 mmol) dropwise. The resulting solution was stirred for 10 hours at 60° C. The solution was cooled to room temperature and concentrated. The crude ester was dissolved in CH2Cl2 and washed twice with saturated NaHCO3. The organics were combined, dried, and concentrated affording 6.45 g of methyl(2E)-3-(2-methylphenyl)acrylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354545B2
Source datasetuspto-grants-2013_01
ORD IDord-20814bd0e025441892d025c5fc008e97
Source noteuspto-grants-2013_01