Dimethylformamide → 2-Methyl-2-phenyl-5-methoxy-6,7-dichloro-1-indanone

Participants

Reaction Steps

2-Phenyl-5-methoxy-6,7-dichloro-1-indanone, 50.84 g. is dissolved in 700 ml. dry DMF and 700 ml. benzene in a 3-liter flask equipped with a nitrogen inlet, air condenser and hopper for NaOCH3. The reaction mixture is cooled in ice-water and 103 ml. of iodomethane is added. NaOCH3, 13.5 g., is added portion wise from the hopper over 3/4 of an hour. After stirring for 1/2 hour in an ice-water bath, the reaction mixture is added to water, (4 liters), and extracted with benzene. The benzene layer is separated dried over molecular sieves and concentrated to dryness to give 2-methyl-2-phenyl-5-methoxy-6,7-dichloro-1-indanone, mp 164°-5°C. after recrystallization from benzene-cyclohexane, 1:2.

Provenance & Evidence