1. dissolve glycine (1 g, 13.3 mmol) in isopropanol (10 mL) at 0 °C.
2. sulfoxide chloride (SOCl2, 1.93 mL, 26.6 mmol) was added slowly and dropwise to the above solution.
3. the reaction mixture was heated to reflux and stirred continuously overnight.
4. Upon completion of the reaction, it was cooled to room temperature and the solvent was subsequently removed by evaporation under reduced pressure.
5. Hexane was added to the residue at 0 °C to form a suspension.
6. The suspension was filtered and the white solid product isopropyl 2-aminoacetate hydrochloride (1.76 g, 86% yield) was collected. 7. The product was characterized as follows.
7. The product was characterized as follows:
- 1H NMR (300 MHz, MeOD) δ 5.13 (hept, J = 6.3 Hz, 1H, (CH3)2CHO), 3.81 (s, 2H, CH2), 1.32 (s, 3H, (CH3)2CHO), 1.30 (s, 3H, (CH3)2CHO). 13C NMR (75 MHz, MeOD) δ 1.30 (s, 3H, (CH3)2CHO).
- 13C NMR (75 MHz, MeOD) δ 168.0 (C), 71.7 ((CH3)2CHO), 41.2 (CH2), 21.9 ((CH3)2CHO).
- HRMS [M + H]+ C5H12NO2: calculated value 118.0858, measured value 118.0863.
