反应详情

A mixture of cis-(6-benzhydryl-tetrahydropyran-3-yl)-(4-nitro-benzyl)-amine (16f) (0.16 g, 0.39 mmol) and SnCl2/2H2O (0.35 g, 1.55 mmol) in EtOH/EtOAc (20 ml, 7:3) was heated to reflux for 1.5 h (monitored by TLC, Hex/EtOAc/Et3N 5:5:0.4). After removal of the solvent, the residue was diluted with 10% NaHCO3 and EtOAc and stirred vigorously for 30 min. After filtration the organic phase was separated and the aqueous phase was extracted with EtOAc (20 ml×2). The combined organic phase was dried over Na2SO4. After removal of the solvent, flash chromatography gave 16o, cis-(6-benzhydryl-tetrahydropyran-3-yl)-(4-amino-benzyl)-amine (0.087 g, 60%).

1. temperaturewas heated
2. customAfter removal of the solvent
3. additionthe residue was diluted with 10% NaHCO3 and EtOAc
4. filtrationAfter filtration the organic phase
5. customwas separated
6. extractionthe aqueous phase was extracted with EtOAc (20 ml×2)
7. dry with materialThe combined organic phase was dried over Na2SO4
8. customAfter removal of the solvent, flash chromatography