Hydrochloric Acid → Chf-5074

Participants

Reaction Conditions

Reaction Steps

1-(3′,4′-dichloro-2-fluoro[1,1′-biphenyl]-4-yl)-cyclopropanenitrile (14.3 g, 0.047 mol) is dissolved in a mixture of methanol (143 ml) and water (71.5 ml), potassium hydroxide (35.1 g, 0.563 mol) is added portionwise, and the mixture is refluxed for 48 hours. The reaction mixture is cooled and poured into a solution of aqueous hydrogen chloride 36% (57 ml) in water (57 ml) at 20-25° C. The suspension is stirred and filtered; the solid is repeatedly washed with water and dried at 40° C. under vacuum. The crude product is dissolved in refluxing 2-propanol (178 ml), the solution is mixed with activated carbon (0.3 g), stirred at reflux and filtered, concentrated and mixed with n-heptane (116 ml). The hot solution is cooled to 0 to 5° C. and the crystallized solid is filtered, washed with 2-propanol and dried at 40° C. under vacuum. The compound 1-(3′,4′-dichloro-2-fluoro[1,1′-biphenyl]-4-yl)-cyclopropanecarboxylic acid is obtained as a white powder (10.3 g, 68% yield).

Provenance & Evidence