Acetone → HCID 86691459, compound

Participants

Reaction Conditions

Reaction Steps

Product of Step 5 (5 g) was dissolved in dichloromethane (250 mL) and stirred at −60° C. under argon purging using dry ice and acetone. After 30 min at −60° C. and under argon purging, 1M boron tribromide in dichloromethane (45 mL) was added in drop wise manner. The reaction mixture was stirred for 3 hr at −60° C. under argon purging. Then, the reaction mixture was allowed to warm to 25° C. and stirred under argon for 2 hr at 25° C. The reaction was quenched with slow addition of methanol (50 mL) at 4° C. The reaction mixture was concentrated under vacuum and poured in cold 1N HCl (300 mL). The white precipitate was extracted with dichloromethane (500 mL). The organic layer was dried on anhydrous magnesium sulfate, was filtered and was concentrated under vacuum. The crude product was used without further purification.

Provenance & Evidence