Lithium Hydroxide → 1-(1-(4-chlorobenzyl)-1H-benzo[d]imidazole-2-carbonyl)piperidine-4-carboxylic acid

Participants

Reaction Steps

ethyl 1-(1-(4-chlorobenzyl)-1H-benzo[d]imidazole-2-carbonyl)piperidine-4-carboxylate (60 mg, 0.141 mmol) and lithium hydroxide, H2O (23.65 mg, 0.564 mmol) were dissolved in THF (Ratio: 1.000, Volume: 0.25 ml) and Water (Ratio: 2, Volume: 0.500 ml). The reaction was stirred for two hours before it was diluted with water and diethyl ether. The aqueous phase was washed with diethyl ether twice. It was then acidified to pH ˜2 and extracted with ethyl acetate. The organic phase was washed with saturated sodium chloride, dried over magnesium sulfate, filtered and concentrated to obtain crude acid. No further purification was performed. (Yield: 54 mg, white solid). 1H-NMR (400 MHz, DMSO-d6) 12.28, 7.65, 7.36-7.18, 5.51, 4.36-4.27, 3.91-3.82, 3.12, 2.96, 1.92-1.83, 1.74-1.63, 1.50-1.17

Provenance & Evidence