Triethylamine → 3-(1-ethoxycarbonyl-3-phenylpropyl)amino-3-methyl-1,2-dihydro-2-oxo-3H-indole

Participants

Reaction Steps

A solution of 2.5 g 3-bromo-3-methyloxindole, 2 g ethyl 2-amino-4-phenylbutyrate and 1.6 ml triethylamine in 150 ml ether was refluxed for 48 hours. The resulting crude product was partitioned between 50% potassium carbonate solution and ethyl acetate. The organic phase was dried (MgSO4) and concentrated. Chromatography at the residue (silica, ether) afforded 3-(1-ethoxycarbonyl-3-phenylpropyl)amino-3-methyl-1,2-dihydro-2-oxo-3H-indole as a mixture of diastereomers.

Provenance & Evidence