Hydrochloric Acid → HCID 54031970, compound

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Reaction Steps

In 60 ml of methanol is dissolved 1.78 g of prenyl 4-ethoxycarbonyloxy-3-methoxycinnamate. To the solution is added 15 ml of water followed by addition of 0.56 g of sodium carbonate. The mixture is stirred for 4 hours followed by addition of 100 ml of water and then 1N hydrochloric acid to acidify the mixture. The resulting mixture is extracted with chloroform, and the organic layer is washed with water and saturated aqueous sodium chloride and dried over anhydrous sodium sulfate. The solvent is distilled off under reduced pressure, and the residue is subjected to column chromatography on silica gel. From the fraction eluted with chloroform is obtained 1.02 g of prenyl 4-hydroxy-3-methoxycinnamate (5). Spectroscopic data of the product support the structure of the formula (5) below.

Provenance & Evidence