Hydroxyamine hydrochloride → HCID 19980223, compound

Participants

Reaction Steps

To a solution of 4 g of 6-methyl-5-p-methoxybenzyloxy-2-hydroxymethyl-4-pyrone in 50 ml of pyridine was added 5 g of hydroxylamine hydrochloride at room temperature. The mixture was stirred at 70° to 75° C. for 7 hours. After the reaction liquid was concentrated under reduced pressure, the residue was dissolved in 600 ml of chloroform and washed in succession with water and saturated aqueous sodium hydrogencarbonate solution. After drying the chloroform layer over anhydrous magnesium sulfate, the organic phase was dried and concentrated under reduced pressure. The concentrate was separated and purified by flash column chromatography (eluting solution; chloroform: methanol=20:1) using Wako Gel C-300 (manufactured by Wako Pure Chemical Industry Co., Ltd.) (100 g) to give 1.3 g of the title compound.

Provenance & Evidence