Chloroacetyl chloride → HCID 22857195, compound

Participants

Reaction Steps

To a solution of 3,4-dihydro-4-ethylamino-5-hydroxy-6-methoxy-5-methyl-5H-benz[cd]indole (646 mg 2.48 mmol) in ethyl acetate (25 ml) was added a saturated aqueous solution of sodium carbonate (24 ml). To the mixture was added, while stirring vigorously, chloroacetyl chloride (1.2 equivalent). After completion of the reaction, the organic layer was separated and washed with an aqueous saline solution, followed by drying (anhydrous Na2SO4). The solvent was distilled off under reduced pressure. The residue was cyclized and, then, purified by means of silica gel column chromatography (eluting with n-hexane-ethyl acetate (2:7)) to afford 517 mg (72%) of the title compound as an amorphous crystalline product.

Provenance & Evidence