Methanol → Methyl 4-aminobenzenebutanoate

Participants

Reaction Steps

Thionyl chloride (2.5 mL, 4.08 g, 34.3 mmol) was added to stirred anhydrous methanol (10 mL) at 0° C. After 20 mins, 4-(4-AMINOPHENYL)BUTYRIC ACID (1.85 g, 10.3 mmol, Aldrich) was added and the mixture was stirred at rt for 16 hrs. The reaction mixture was concentrated and the residue dissolved in ethyl acetate, washed with sat. NaHCO3, water, and sat. NaCl, dried over Na2SO4 and concentrated to give methyl 4-(4-aminophenyl)butanoate (1.88 g, 94%) as a light brown solid.

Provenance & Evidence