A solution of 5 g (12.7 mmol) of 1, 1.6 mL of ethyl bromoacetate, 170 mg of NaI, and 150 mL of acetonitrile was stirred at 80°C for 6 hrs, and then cooled down to room temperature. The reaction mixture was filtered, the filtrate was evaporated in vacuum, and the residue was purified on silica gel column (CH2Cl2/MeOH, 10/1) to give 2.82 g (49%) of the title compound. ESI(+)/MS(m/e): 422 [M-Br]+. 1H NMR (DMSO-d6, 300 MHz) δ/ppm = 10.021 (s, 1 H), 8.254 (d, J = 9.6 Hz, 1 H), 8.015 (d, J= 9.6 Hz, 1 H), 7.187 (s, 1 H), 7.097 (s, 1 H), 6.696 (s, 2 H), 4.436 (s, 2 H), 4.238 (dd, J1 = 7.2 Hz, J2 = 13.8 Hz, 2 H), 4.116 (s, 3 H), 4.093 (s, 3 H), 3.120 (t, J = 7.2 Hz, 2 H), 1.266 (t, J = 13.8 Hz, 3 H).27 (link)
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Synthesis of N-Benzyloxycarbonyl-3,4-Methylenedioxyamphetamine
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Other organizations : Capital Medical University, Beijing University of Chemical Technology
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Variable analysis
independent variables
- Amount of 1 (5 g, 12.7 mmol)
- Amount of ethyl bromoacetate (1.6 mL)
- Amount of NaI (170 mg)
- Volume of acetonitrile (150 mL)
- Reaction temperature (80°C)
- Reaction time (6 hrs)
- Yield of the title compound (2.82 g, 49%)
- Mass spectrum (ESI(+)/MS(m/e): 422 [M-Br]+)
- 1H NMR spectrum (DMSO-d6, 300 MHz)
- Purification method (silica gel column chromatography with CH2Cl2/MeOH, 10/1)
- No positive or negative controls were explicitly mentioned.
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