1-(3-Chloro-2-hydroxy-5-methoxyphenyl)ethanone → 1-(3-Chloro-2,5-dihydroxyphenyl)ethanone

Participants

Reaction Conditions

Reaction Steps

8.7 g of 3-acetyl-1-chloro-2-hydroxy-5-methoxybenzene were taken up in 150 ml of hydrobromic acid (48% strength in water). 1.69 g of red phosphorus were added, and the mixture was then stirred at 85° C. for 15 hours. After cooling, the reaction mixture was poured into about 1 liter of ice-cold water and extracted with ethyl acetate. The crude product obtained after drying and concentration of the ethyl acetate phase was purified by column chromatography. Yield: 2.9 g (36%)

Provenance & Evidence