反应详情

温度

60 °C

A mixture of crude (10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-2,3-epoxypropane (6.0 g, 20.8 mmol, prepared as described in Example 19), (R)-3-piperidinecarboxylic acid ethyl ester (L)-tartrate (6.24 g, 20.8 mmol), potassium carbonate (11.5 g, 83.2 mmol) and sodium iodide (3.12 g, 20.8 mmol) in dry N,N-dimethylformamide (25 ml) was stirred and heated at 60° C. for 48 h. The reaction mixture was concentrated in vacuo and the residue dissolved in toluene (100 ml) and ethyl acetate (100 ml). The solution was washed with water (2×50 ml), dried (MgSO4) and concentrated in vacuo. The crude product was purified by column chromatography on silica gel using a mixture of toluene, ethyl acetate and triethylamine (35:6:1) as eluent to give 4.5 g (53%) of (R)-1-(3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-2-hydroxy-propyl)-3-piperidinecarboxylic acid ethyl ester as an oil.

1. concentrationThe reaction mixture was concentrated in vacuo
2. dissolutionthe residue dissolved in toluene (100 ml)
3. washThe solution was washed with water (2×50 ml)
4. dry with materialdried (MgSO4)
5. concentrationconcentrated in vacuo
6. customThe crude product was purified by column chromatography on silica gel using
7. additiona mixture of toluene, ethyl acetate and triethylamine (35:6:1) as eluent