Sinapic acid → Ethyl 3,5-dimethoxy-4-hydroxycinnamate

Participants

Reaction Steps

In an argon atmosphere, 3.00 g (13.4 mmol) of 3,5-dimethoxy-4-hydroxycinnamic acid was suspended in a sulfuric acid - ethanol (1 : 115, 50 ml) solution. The suspension was refluxed for 5.5 hours. Water was added to the reaction solution, and the mixture was extracted with methylene chloride. The organic layer was washed with an aqueous solution of sodium hydrogen carbonate and concentrated under reduced pressure to give 3.34 g (13.24 mmol) of ethyl 3,5-dimethoxy-4-hydroxycinnamate.

Provenance & Evidence