Triethyl phosphite → methyl 2-(2,6-dichlorophenyl)-1H-indole-6-carboxylate

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-[(E)-2-(2,6-dichlorophenyl)-vinyl]-3-nitrobenzoic acid methyl ester (1.6 g, 4.5 mmol) and triethylphosphite (7.7 g, 6 equiv.) was heated at 162° C. for 3 h. Excess triethylphosphite was removed under reduced pressure and the redidual oil was purified by chromatography using methylene chloride as eluent to give methyl 2-(2,6-dichlorophenyl)-1H-indole-6-carboxylate as a white solid. 1H NMR (DMSO-d6, 400 MHz) δ 11.88 (s, 1H), 8.05 (s, 1H), 7.71-7.65 (m, 4H), 7.65-7.53 (m, 1H), 6.63 (s, 1H), 3.87 (s, 3H). MS (m/z) 320.07 (M+1).

Provenance & Evidence