Hydrochloric Acid → HCID 12395598, compound

Participants

Reaction Conditions

Reaction Steps

A stirred mixture of 2,3-dichloroanisole (89 g., 0.50 mole) and 6-bromohexanoyl chloride (120 g., 0.59 mole) is methylene chloride (500 ml.) is cooled to 5° C. and treated with aluminum chloride (74 g., 0.56 mole) in portions during a one-half hour period. The reaction mixture is kept at 25° C. for 18 hours, then poured into ice water (1 liter) containing hydrochloric acid (100 ml.). The organic phase is separated, washed with water, 2% sodium hydroxide, and dilute hydrochloric acid. The methylene chloride is evaporated at reduced pressure, the residual oil dissolved in ether, dried over magnesium sulfate, evaporated to 200 ml. and treated with hexane (600 ml.) affording 2,3-dichloro-4-(6-bromohexanoyl)-anisole which melts at 52°-53° C.

Provenance & Evidence