反应详情

To a mixture of 0.47 g (2.0 mmol) of the product of Example 19 and 0.15 g (2.1 mmol) of n-butyraldehyde in 10 mL of 1,2-dichloroethane was added 25 drops of acetic acid and 3 g of finely powdered 4 Å molecular sieves. The mixture was stirred 5 h at room temperature at which point 1 g of sodium triacetoxyborohydride was added. The reaction mixture was stirred overnight at room temperature, then diluted with 10 mL CH2Cl2 and filtered through a layer of Celite filter aid. The filtrate was washed with excess saturated aq. NaHCO3, the aqueous layer was extracted with CH2Cl2, then the organic layers were combined, dried (Na2SO4), filtered and evaporated. The residue was purified on a silica gel flash chromatography column eluted with 0-10% EtOAc in CH2Cl2. Evaporation of the purified fractions and drying in vacuo afforded the title compound.

1. additionwas added
2. stirringThe reaction mixture was stirred overnight at room temperature
3. filtrationfiltered through a layer of Celite
4. filtrationfilter aid
5. washThe filtrate was washed with excess saturated aq. NaHCO3
6. extractionthe aqueous layer was extracted with CH2Cl2
7. dry with materialdried (Na2SO4)
8. filtrationfiltered
9. customevaporated
10. customThe residue was purified on a silica gel flash chromatography column
11. washeluted with 0-10% EtOAc in CH2Cl2
12. customEvaporation of the purified fractions
13. customdrying in vacuo