Acetic Anhydride → HCID 18965348, compound

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Reaction Steps

A solution containing 12.7 mmol of sodium methoxide in 5 ml of methanol is added to a solution containing 12.7 mmol of hydroxylamine hydrochloride in 15 ml of methanol. The mixture is stirred for one hour at room temperature. After filtration of the precipitate, 5.7 mmol of the compound of Example 14 are added to the filtrate and the combined mixture is brought to reflux for 48 hours. After evaporation of the solvent, the brown solid obtained is mixed with 10 ml of acetic anhydride. The combined mixture is heated for 24 hours at 80° C. After hydrolysis with water, the combined mixture is brought to pH=12 using 2N sodium hydroxide solution. After extraction with dichloromethane, drying and evaporation, the expected product is obtained after purification of the residue by chromatography on a silica column, using a dichloromethane/methanol/aqueous ammonia (95/5/0.5) mixture as eluent.

Provenance & Evidence