Chloride → HCID 21248387, compound

Participants

Reaction Steps

bromoacetyl chloride (9.76 g) is added dropwise to a stirred mixture of 3,3-dimethyloxindole (5 g) and aluninum chloride (10.33 g) in carbon disulfide (100 ml). The reaction mixture is stirred at reflux overnight and cooled. The solvent is decanted, and a mixture of ice and water poured into the residue. Methylene chloride is added to the mixture, which is filtered. The filtrate is separated, the aqueous layer is extracted with methylene chloride and the combined organic extracts are washed with sat'd aqueous sodium bicarbonate, dried, filtered, concentrated, and recrystallized from boiling isopropanol, affording the desired product, M.P.=230°-232° C.

Provenance & Evidence