Hydrochloric Acid → [4-(Methylamino)phenyl]acetic acid

Participants

Reaction Steps

Methyl 2-(4-(methylamino)phenyl)acetate (721 mg, 4.0 mmol) was dissolved in tetrahydrofuran (10 mL) and treated with a 1 M aqueous solution of lithium hydroxide (4.4 mmol). After 3 hours, the mixture was acidified with 1 N aqueous hydrochloric acid and concentrated to remove tetrahydrofuran. The aqueous phase was extracted with dichloromethane (2×20 mL) and the organic layer was dried and concentrated to give 2-(4-(methylamino)phenyl)acetic acid (309 mg, 1.87 mmol).

Provenance & Evidence