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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 416031Generated: October 25, 2026

p-Toluenesulfonic acid → Methyl Caffeate

https://huagongshe.com/reaction/416031

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant2,2-DimethoxypropaneHCID 6495—
ReactantCaffeic AcidHCID 689043—
SolventMethanolHCID 887—
ProductMethyl CaffeateHCID 68907598%

Reaction Steps

Put a 10 g caffeic acid (1) in a reaction bottle, and add 1 g TsOH and 3 ml 2,2-dimethoxypropane and 10 ml methanol thereinto, followed by refluxing for 6 hours. After the refluxation, remove the solvent and pour the resultant solution into 100 ml water, followed by being extracted by the ethyl acetate for three times, neutralizing with 3% NaHCO3, and finally performing a column chromatography. Therefore, the product, methyl caffeate (the compound 2) is obtained with 98% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088818B2
Source datasetuspto-grants-2012_01
ORD IDord-8061bc708c5948a997c7e01eb3eddcbe
Source noteuspto-grants-2012_01