反应详情

Ethyl 4-[N-(2-benzyloxybenzylcarbonyl)-N-ethylamino]benzoate (8.1 g) was dissolved in THF (20 ml) and 1M borane tetrahydrofuran complex added. The reaction mixture was heated at reflux for 1 hour and cooled. 2N Hydrochloric acid (20 ml) was added. The volume of the reaction mixture was reduced to half the original by evaporation. Water (100 ml) was added and made basic (pH 8) by the addition of solid potassium carbonate and the mixture extracted with diethyl ether (3×30 ml). The combined extracts were dried over MgSO4 and evaporated. The residue was purified by MPLC, eluting with 1:1 dichloromethane/hexane, to give ethyl 4-[N-(2-(2-benzyloxyphenyl)ethyl)-N-ethylamino]benzoate (1.8 g) m.p. 76° C.

1. addition1M borane tetrahydrofuran complex added
2. temperatureThe reaction mixture was heated
3. temperatureat reflux for 1 hour
4. temperaturecooled
5. customoriginal by evaporation
6. additionWater (100 ml) was added
7. additionby the addition of solid potassium carbonate
8. extractionthe mixture extracted with diethyl ether (3×30 ml)
9. dry with materialThe combined extracts were dried over MgSO4
10. customevaporated
11. customThe residue was purified by MPLC
12. washeluting with 1:1 dichloromethane/hexane