Hydrochloric Acid → HCID 15507787, compound

Participants

Reaction Steps

A solution of 3-methoxyaniline (1.75 ml, 15.57 mmol) and ethyl ∀-formyl-4-methoxyphenylacetate (3.81 g), 1.1 eq) in toluene (25 ml) is refluxed for 18 hours. After cooling, the reaction mixture is diluted with toluene (15 ml) and then acidified with 10% HCl. After extraction, the organic phase obtained is dried over MgSO4 and then evaporated under reduced pressure. The residue is purified by chromatography on a column of silica (eluent: CH2Cl2) to give 3.57 g (70%) of compound 25 (Z isomer) in the form of a white solid which crystallizes from methanol.

Provenance & Evidence