反应详情

温度

50 °C

To a mixture of 117c (2.0 g, 8.23 mmol), zinc chloride (2.2 g, 16.4 mmol), oxetan-3-one (1.18 g, 16.4 mmol) in methanol (80 mL) was added NaBH3CN (1.02 g, 16.4 mmol). The mixture was stirred at 50° C. for 5 hours. The mixture was then concentrated under reduced pressure and the residue was diluted with water (100 mL). It was extracted with dichloromethane (3×100 mL) and the combined organic layer was concentrated under reduced pressure. The residue was purified by silica-gel column chromatography eluting with 4:1 petroleum ether/ethyl acetate to afford 117d (1.65 g, 76%) as a yellow solid. MS: [M+H]+ 264.

1. concentrationThe mixture was then concentrated under reduced pressure
2. additionthe residue was diluted with water (100 mL)
3. extractionIt was extracted with dichloromethane (3×100 mL)
4. concentrationthe combined organic layer was concentrated under reduced pressure
5. customThe residue was purified by silica-gel column chromatography
6. washeluting with 4:1 petroleum ether/ethyl acetate