4-(Trifluoromethoxy)phenylhydrazine hydrochloride → 8-(Trifluoromethoxy)-5,10-dihydroindeno[1,2-b]indole-1-carboxylic acid

Participants

Reaction Steps

In a manner similar to Example 17, 1-oxo-indan-4-carboxylic acid (1.00 g, 5.68 mmol) and 4-trifluoromethoxyphenylhydrazine hydrochloride (1.30 g, 5.68 mmol) were converted to the title compound (0.160 g, 8%) as an light tan solid: mp 256-265 (dec)° C.; 1H NMR (DMSO-d6): δ 4.03 (s, 2H), 7.05-7.08 (m, 1H), 7.49 (d, 1H), 7.53 (d, 1H), 7.61 (d, 1H), 7,79-7.83 (m, 2H), 11.92 (s, 1H), 13.08 (s, 1H); MS [EI, m/z]: 333 [M]+.

Provenance & Evidence