反应详情

温度

60 °C

(1-Benzyl-piperidin-4-yl)-(2-nitro-benzyl)-amine (1.2 g, 3.7 mmol) and zinc dust (1 g, excess) were combined in 75% aqueous acetic acid (16 mL) and stirred at 60° C. for 2 h. After cooling to room temperature, the solvents were removed in vacuo and the resultant crude dissolved in water (10 mL), followed by addition of ammonium hydroxide until pH 3 was attained. The solution was extracted with methylene chloride (3×). The organic layers were pooled together washed with water (2×), brine (2×), dried over sodium sulfate, filtered, and concentrated to afford 0.8 g (73%) of the desired product. 1H-NMR (CD3OD) δ 2.50 (m, 2H), 3.20 (m, 2H), 3.49 (dd, J=7.0, 7.3, 1H), 3.62 (m, 4H), 4.20 (s, 2H), 4.36 (s, 2H), 7.04 (m, 2H), 7.32 (dd, J=7.3, 7.6, 1H), 7.41 (d, J=7.9, 1H), 7.50 (m, 5H). Mass spec.: 296.40 (MH)+.

1. temperatureAfter cooling to room temperature
2. customthe solvents were removed in vacuo
3. dissolutionthe resultant crude dissolved in water (10 mL)
4. additionfollowed by addition of ammonium hydroxide until pH 3
5. extractionThe solution was extracted with methylene chloride (3×)
6. washThe organic layers were pooled together washed with water (2×), brine (2×)
7. dry with materialdried over sodium sulfate
8. filtrationfiltered
9. concentrationconcentrated