Potassium Carbonate → methyl 3-(5-cyano-1H-indol-3-yl)propanoate

Participants

Reaction Steps

To a stirred solution of 5-cyanoindole (1.0 g, 7.0 mmol), K2CO3 (0.966 g, 7.0 mmol) in acetonitrile was added 3-bromomethylpropionate (1.17 g, 7.0 mmol). The mixture was stirred at reflux for 18 h under a nitrogen atmosphere, cooled, diluted with H2O, extracted with ethyl acetate, dried with Na2SO4, filtered and concentrated in vacuo to afford 1.59 g of product. 1H NMR (CD3OD) δ ppm 2.85 (t, 2H, J=6.6 Hz), 3.61 (s, 3H), 4.58 (t, 2H, J=6.6 Hz), 6.61 (s, 1H), 7.42, (m, 3H), 7.62 (d, 1H, J=8.4 Hz), 7.99 (s, 1H).

Provenance & Evidence