indan-1-carbonitrile

29872-81-9

26452-97-1

The general procedure for the synthesis of 2,3-dihydro-1H-indene-1-carbonitrile from 1H-indene-3-carbonitrile (CAS:29872-81-9) was as follows: 5% Pd/C catalyst was suspended in ethanol (200 mL) solution of 1H-indene-3-carbonitrile, and the reaction was carried out with vigorous stirring under hydrogen atmosphere overnight. Upon completion of the reaction, the excess hydrogen was removed, followed by filtration of the reaction mixture through a diatomaceous earth pad and concentration of the filtrate to obtain an oily material. This oily substance was redissolved in ethanol and a second filtration was performed to completely remove residual catalyst and carbon. Finally, the solvent was removed by evaporation to give 12.0108 g of 2,3-dihydro-1H-indene-1-carbonitrile in 95% yield and the product as an oil. The structure of the product was confirmed by 1H NMR (400 MHz, DMSO-D6): δ 2.2 (m, 1H), 2.5 (m, 1H), 2.9 (m, 1H), 3.0 (m, 1H), 4.4 (t, J = 8.0 Hz, 1H), 7.2 (m, 2H), 7.3 (m, 1H), 7.4 (m, J = 7.7, 4.9 Hz, 1H).