Water → HCID 21191849, compound

Participants

Reaction Steps

A solution of 1.03 g (3.1 mmol) of 5-methoxy-2-methyl-1-octyl-1H-indole-3-acetamide and 5 mL of 1M BBr3/methylene chloride in 50 mL of methylene chloride was stirred for 24 hours, poured into water and 150 mL of ethyl acetate added. The organic layer was separated, washed with NaHCO3 solution, dried (Na2SO4) and concentrated at reduced pressure. The residue was chromatographed on silica gel by eluting with 5% MeOH/methylene chloride to give 16 mg (32% yield) of 5-hydroxy-2-methyl-1-octyl-1H-indole-3-acetamide.

Provenance & Evidence