Hydrochloric Acid → HCID 12016860, compound

Participants

Reaction Conditions

Reaction Steps

Anhydrous aluminum trichloride (27.5 g, 206 mmol) was dissolved into 200 mL dichloromethane and cooled to −10° C. A solution of pyrogallol (20 g, 159 mmol) in ether was slowly added dropwise to the reaction mixture. After stirring 10 min at −10° C., a solution of benzyloxy acetyl chloride (26.4 g, 143 mmol) in dichloromethane (30 ml) was added dropwise. The reaction mixture was heated to 50° C. for 24 hours, and then cooled to room temperature. 1N HCl solution was carefully added to the mixture. The organic phase was separated and extracted with dichloromethane twice. The combined organic phase was washed with saturated brine and dried over anhydrous sodium sulfate. Yellow oil product was obtained after filtering and concentration, and further purified by silica gel column chromatography (eluent:methanol/dichloromethane, 1:200) to give the desired white compound (14 g, yield 32.2%).

Provenance & Evidence