反应详情

To a solution of N-benzylisonipecotamide (7.34 g, 34 mmol) in 60 mL of anhydrous THF, was added, LiAlH4 (1.9 g, 51 mmol) and the mixture was stirred at room temperature for 10 minutes followed by heating to reflux for 3 h. The reaction was quenched by addition of 100 mL sat'd. sodium potassium tartrate, and was extracted with EtOAc (3×50 mL). The combined extracts were washed with 20 mL water and 20 mL brine then dried over MgSO4, filtered and concentrated to give the desired product. 1H-NMR (400 MHz, CDCl3) δ 7-13 (m, 5H), 3.42 (s, 2H), 2.91 (m, 2H), 2.59 (m, 2H), 1.97 (m, 2H), 1.62 (m, 2H), 2.21 (m, 5H).

1. temperatureby heating
2. temperatureto reflux for 3 h
3. customThe reaction was quenched by addition of 100 mL
4. extractionsodium potassium tartrate, and was extracted with EtOAc (3×50 mL)
5. washThe combined extracts were washed with 20 mL water and 20 mL brine
6. dry with materialthen dried over MgSO4
7. filtrationfiltered
8. concentrationconcentrated