Trifluoroacetic acid → HCID 23290190, compound

Participants

Reaction Steps

A solution of 0.5 g (1.42 mmol) of 1,1-dimethylethyl 2-(1,3-benzodioxol-5-yl)-1H-benzimidazole-1-acetate (the title compound of EXAMPLE 2) in 10 mL of chloroform was treated with 10 mL of trifluoro-acetic acid (TFA), and the reaction was stirred at rt until completion. Volatiles were evaporated in vacuo, and the residue was recrystallized from ether to give 2-(1,3-benzodioxol-5-yl)-1H-benzimidazole-1-acetic acid as a white solid: 1H NMR (DMSO, d6) δ 5.25 (s, 2H), 6.18 (s, 2H), 7.19 (d, J=8.1 Hz, 1H), 7.23-7.35 (m, 2H), 7.37-7.53 (m, 2H), 7.70-7.87 (m, 2H); HRMS (EI) Calc'd for M+ : 297.0875, found: 297.0885. Anal. Calc'd for [C16H12N2O4 +0.67 CF3CO2H]: C, 55.91; H, 3.43; N, 7.52. Found: C, 55.91; H, 3.52; N, 7.51.

Provenance & Evidence