反应详情

温度

70 °C

tert-Butyl piperidin-4-ylcarbamate (2.0 g, 10.0 mmol), 1-bromopropan-2-ol (2.8 g, 20.0 mmol, commercial product which also contained 30% of the regioisomer 2-bromopropan-1-ol), triethylamine (4.2 mL, 30.0 mmol), and acetonitrile (15 mL) were combined in a microwave vial and heated to 70° C. for 4 hours. The reaction mixture was concentrated to dryness. The crude product was partitioned between ethyl acetate/water. The aqueous phase was re-extracted 2× with ethyl acetate. The combined organic phases were dried over magnesium sulfate, filtered, and concentrated to dryness. The product was purified by flash chromatography on silica gel eluting with a gradient of 20-30% methanol in dichloromethane to give 1.7 g of the desired product as an oil.

1. concentrationThe reaction mixture was concentrated to dryness
2. customThe crude product was partitioned between ethyl acetate/water
3. extractionThe aqueous phase was re-extracted 2× with ethyl acetate
4. dry with materialThe combined organic phases were dried over magnesium sulfate
5. filtrationfiltered
6. concentrationconcentrated to dryness
7. customThe product was purified by flash chromatography on silica gel eluting with a gradient of 20-30% methanol in dichloromethane