Hydrochloric Acid → HCID 19710192, compound

Participants

Reaction Conditions

Reaction Steps

5,6-Dihydroxy-2-(di-n-propylamino)indan hydrobromide (400 mg, 1.21 mmol) was dissolved in dimethylformamide/acetonitrile (8 mL, 1:1). Potassium carbonate (1.67 g, 12.1 mmol) and 1,2-dibromomethane (0.09 mL, 1.3 mmol) was added and the mixture was heated at 100° C. overnight. Water was added and the reaction mixture concentrated to remove solvents. The resulting mixture was extracted with ethyl acetate (5×75 mL). The combined organic layers were washed with brine, dried, filtered and concentrated to yield an oil. The crude material was chromatographed (200 g silica gel) eluting with methylene chloride/methanol (19:1) to yield an oil. The oil was converted into the HCl salt and recrystallized using methanol/ethyl acetate/ether: mp 168°-269° C.

Provenance & Evidence