Benzoyl chloride → 5-Benzoyl-1,3-dihydro-2H-indol-2-one

Participants

Reaction Conditions

Reaction Steps

A stirred slurry of 66 g. (0.5 mole) of aluminum chloride and 42.5 g. (0.3 mole) of benzoyl chloride was heated to 150° C. and then 133 g. (0.1 mole) of indolin-2-one was slowly added at a rate so that the temperature of the stirred reaction mixture was maintained at 180°-185° C. After addition the reaction mixture was stirred for five minutes at 185° C., cooled and poured into ice water. The 5-benzoylindolin-2-one which precipitated was collected and recrystallized from methanol; it melted at 204°-205° C. The yield was 17.5 g. (73%).

Provenance & Evidence