Hydrochloric Acid → 7-(Benzyloxy)-2,3-dihydrobenzo[1,4]dioxine-6-carboxylic acid

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Reaction Steps

A water (0.60 mL) solution of sodium dihydrogen phosphate dihydrate (0.50 g) was added to an acetonitrile (1.6 mL) suspension of the obtained 7-(benzyloxy)-2,3-dihydrobenzo[1,4]dioxine-6-carbaldehyde (0.32 g), and a 30% hydrogen peroxide solution (0.20 mL) and a water (0.30 mL) solution of sodium chlorite (0.17 g) were sequentially added thereto under ice-cooling, followed by stirring at the same temperature for 15 minutes and then at room temperature for 1 hour and 30 minutes. The reaction mixture was adjusted to a pH of 1.4 with 1 mol/L hydrochloric acid, and water and ethyl acetate were added thereto. The organic layer was separated, washed with a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to obtain 0.34 g of 7-(benzyloxy)-2,3-dihydrobenzo[1,4]dioxine-6-carboxylic acid as a white solid.

Provenance & Evidence