Methanol → 3-(1-Cyanocyclopropyl)benzoic acid

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Reaction Steps

To a solution of methyl 3-(1-cyanocyclopropyl)benzoate (1.3 g, 6.4 mmol) in tetrahydrofuran (12 mL) were added lithium hydroxide monohydrate (0.44 g, 11 mmol), methanol (4.0 mL) and water (6.0 ml), and the mixture was stirred at room temperature for 4 hr. The solvent was evaporated under reduced pressure, and the residue was diluted with water (5.0 mL). 1N Hydrochloric acid was slowly added to the mixture, and the mixture was adjusted to pH 5. The resulting white precipitate was collected by filtration, washed with water and dried to give the title compound (0.73 g, 61%) as a white powder.

Provenance & Evidence