Sodium Hydroxide → 3-[4-(3-Cyano-phenyl)-piperazin-1-ylmethyl]-benzoic acid

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Reaction Steps

Dissolve 3-[4-(3-cyano-phenyl)-piperazin-1-ylmethyl]-benzoic acid methyl ester into 10 mL of 1:1 THF/MeOH and add 2 mL of 15% NaOH. Stir the mixture overnight and concentrate to dryness. Dissolve the residue in 5% HCl and apply to Dowex column. Rinse the resin with 2×20 mL H2O, 2×20 mL MeOH and 2×20 mL of dichloromethane. Liberate the basic residues by washing the resin with 3×20 mL of 10% NH3/MeOH to give 0.26 g 3-[4-(3-cyano-phenyl)-piperazin-1-ylmethyl]-benzoic acid as a white solid. 1H NMR indicates some contamination with starting amine. The crude intermediate is carried on without further purification.

Provenance & Evidence