Sodium Bicarbonate → HCID 70431314, compound

Participants

Reaction Steps

To a solution of 378 mg (0.75 mmol) of the amide compound in methanol (10 ml) was added 19 mg (0.1 mmol) of p-toluenesulfonic acid monohydrate, and the mixture was heated and refluxed for 1 hour. A saturated aqueous solution of sodium hydrogencarbonate was added to the reaction mixture, which .was extracted with ethyl acetate, and the organic layer was concentrated by evaporation under reduced pressure. The residue was subjected to silica gel column chromatography, eluted with chloroform - methanol (50 : 1), to give 230 mg (0.55 mmol) of 3-[3-[3-methoxy-4-hydroxyphenyl)-2-propenoyl]aminopropyl benzhydryl ether. Spectrophotometric data of the product support the structure shown below. ##STR86##

Provenance & Evidence