Hydrochloric Acid → 2',3'-Dichloro-4'-methoxyisobutyrophenone

Participants

Reaction Conditions

Reaction Steps

A stirred mixture of 2,3-dichloroanisole (100 g., 0.565 mole) and isobutyryl chloride (66 g., 0.62 mole) in methylene chloride (400 ml.) is cooled to 5°C. and treated with aluminum cloride (83 g., 0.62 mole) during a one-hour period. The reaction mixture is allowed to warm to 25°C. and after 24 hours is poured into ice water (400 ml.) and hydrochloric acid (30 ml.). The organic phase is washed with 5% sodium hydroxide, water, dried over magnesium sulfate and distilled at reduced pressure affording 68 g. of 2',3'-dichloro-4'-methoxyisobutyrophenone which distills at 120°C-130°C./0.5 mm.

Provenance & Evidence