3-Chloropropionyl chloride → HCID 21258081, compound

Participants

Reaction Steps

4,5,6,7-Tetrahydro-1-methyl-1H-indazole (10 g) and 3-chloropropionyl chloride (26 g) were dissolved in dichloroethane (100 ml) and aluminum chloride (28 g) was gradually added under an ice bath while stirring the mixture The reaction mixture was stirred for 17 hours at room temperature and poured into ice water. The reaction mixture was stirred for 2 hours at room temperature and extracted twice with chloroform. The chloroform layer was washed with saturated aqueous sodium hydrogencarbonate solution and saturated brine and dried over magnesium sulfate. The magnesium sulfate was filtered off and the solvent was evaporated under reduced pressure. The obtained residue was subjected to silica gel column chromatography (silica gel 100 g) and 3-(3-chloropropionyl)-4,5,6,7-tetrahydro-1-methyl-1H-indazole (10 g) was obtained from an eluate of hexane:ethyl acetate=20:1.

Provenance & Evidence