Synthesis
GENERAL METHOD: Thionyl chloride (20 mmol) was added slowly and dropwise to a 20 mL methanol solution of gamma-aminobutyric acid (10 mmol) under ice bath conditions. The reaction mixture was stirred at room temperature for about 2 h before the solvent was removed by rotary evaporator to give methyl 4-aminobutyrate hydrochloride (11a). The product was a white solid in 96.0% yield.1H NMR (400 MHz, D2O) δ 3.46 (s, 3H), 2.79 (t, J = 7.6 Hz, 2H), 2.28 (t, J = 7.3 Hz, 2H), 1.77-1.67 (m, 2H).ESI-MS analysis showed that the calculated value of [M + H-HCl]+ m/z was 118.1 and the measured value was 118.1.
References
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[4] Chemistry - A European Journal, 2012, vol. 18, # 18, p. 5767 - 5776
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