反应详情

To 7-(4-methylphenyl)-2,3-dihydro-1-benzooxepine-4-carbaldehyde (2.0 g) and 4-trifluoroacetamidopiperidine (1.56 g) dissolved in 1,2-dichloroethane (50 ml) was added under ice cooling sodium triacetoxyborohydride (1.8 g), and the resulting mixture was stirred at room temperature overnight under a nitrogen atmosphere. Thereto were added triethylamine (1.1 ml) and sodium triacetoxyborohydride (0.8 g), and the resulting mixture was stirred at room temperature overnight under a nitrogen atmosphere. The reaction mixture was evaporated to remove the solvent, was neutralized with a 1 N aqueous solution of sodium hydrogen carbonate and was extracted with ethyl acetate. The organic layer was washed with water and an aqueous saturated solution of sodium chloride, and then was dried with anhydrous magnesium sulfate. The resulting organic layer was evaporated under reduced pressure to remove the solvent to obtain crude crystals (3.0 g). A portion of the crystals was recrystallized from ethyl acetate/hexane to obtain 1-(7-(4-methylphenyl)-2,3-dihydro-1-benzooxepin-4-ylmethy)-4-trifluoroacetamidopiperidine as light yellow crystals.

1. additionwas added under ice
2. stirringthe resulting mixture was stirred at room temperature overnight under a nitrogen atmosphere
3. customThe reaction mixture was evaporated
4. customto remove the solvent
5. extractionwas extracted with ethyl acetate
6. washThe organic layer was washed with water
7. dry with materialan aqueous saturated solution of sodium chloride, and then was dried with anhydrous magnesium sulfate
8. customThe resulting organic layer was evaporated under reduced pressure
9. customto remove the solvent
10. customto obtain crude crystals (3.0 g)
11. customA portion of the crystals was recrystallized from ethyl acetate/hexane