HCID 19612101, compound → HCID 15869798, compound

Participants

Reaction Steps

1.20 g (3.7 mmol) of 1-(3-chloropropionyl)indoline-6-diazonium tetrafluoroborate [prepared as described in step (1) above] was suspended in 2 ml of heptane, and the suspension was heated under reflux for 2 hours. After the resulting mixture had cooled to room temperature, the reaction product was poured into ice, and the mixture was extracted with 50 ml of ethyl acetate. The organic extract was washed with 50 ml of water, after which it was dried over anhydrous magnesium sulfate. The mixture was then filtered, and the solvent was removed from the filtrate by distillation under reduced pressure. The resulting residue was purified by silica gel column chromatography, using a 4:1 by volume mixture of hexane and ethyl acetate as the eluent, to give 710 mg (3.1 mmol) of the title compound (yield: 84%).

Provenance & Evidence