HCID 12822523, compound → HCID 20222397, compound

Participants

Reaction Steps

Ethyl 5-[[(methylsulphonyl)amino]methyl]-α-oxo-1H-indole-3-acetate (0.50 g) was added portionwise under nitrogen to a stirred suspension of lithium aluminium hydride (0.59 g) in dry THF (30 ml). The mixture was heated under reflux for 6 h, then cooled in an ice bath and treated dropwise with aqueous THF (15%, 20 ml) and then with water (20 ml) and extracted with ethyl acetate (6×25 ml). The extract was washed with brine (3×25 ml) and dried (Na2SO4). Removal of the solvent gave a dark brown oil which was purified by chromtography on a silica column (Merck Kieselgel 60; 10 g) eluted with cyclohexane then ethyl acetate to give the title compound as a gum (0.3 g) which failed to crystallise

Provenance & Evidence