反应详情

温度

50 °C

Ethyl 3-(4-fluorophenyl)-2-(4-pyridyl)-6,7-dihydro-5H-pyrrolizine-1-carboxylate (example 1A, 4.56 g, 13 mmol) is dissolved in abs. THF (100 ml) under argon and Na bismethoxyethoxyaluminum hydride (VitrideR) is added dropwise through a septum via the cannula of a syringe (20 min). The mixture is stirred at 50° C. for 2 h, whereupon starting material is no longer detectable by tlc (Al2O3—ethyl acetate/n-hexane 3:7), then it is allowed to cool. H2O (25 ml) is cautiously added dropwise to the reaction solution, then it is concentrated in vacuo (THF evaporates), and the aqueous organic residue is treated with ethyl acetate (100 ml). The phases are separated. The organic phase is washed 2 times with water (40 ml), dried over Na2SO4 sicc. and concentrated in vacuo (5.0 g). The reddish brown-colored, resinous residue is crystallized from diethyl ether (10 ml). The crystals are washed with ethyl acetate (5 ml) and ether (5 ml) and dried. 3.67 g of the compound sought remain

1. temperatureto cool
2. concentrationit is concentrated in vacuo (THF evaporates)
3. additionthe aqueous organic residue is treated with ethyl acetate (100 ml)
4. customThe phases are separated
5. washThe organic phase is washed 2 times with water (40 ml)
6. dry with materialdried over Na2SO4 sicc
7. concentrationand concentrated in vacuo (5.0 g)
8. customThe reddish brown-colored, resinous residue is crystallized from diethyl ether (10 ml)
9. washThe crystals are washed with ethyl acetate (5 ml) and ether (5 ml)
10. customdried