反应详情

A mixture of 1-fluoro-4-nitro-2-(trifluoromethyl)benzene (2.0 g, 1.0 eq, 9.6 mmol) and tert-butyl 4-hydroxypiperidine-1-carboxylate (2.1 g, 1.1 eq, 10.5 mmol) was taken in annhydrous DMF (100 mL) and stirred at room temperature. Cs2CO3 (7.2 g, 2.3 eq, 22.1 mmol) was added to the above solution and the heterogeneous mixture was heated at 100° C. overnight. The reaction mixture was diluted with CH2Cl2 (100 mL) and partioned with H2O (50 mL). The layers were separated and the aqueous layer was washed with CH2Cl2 (2×50 mL). The combined organic layers were dried over Na2SO4 and concentrated to leave a crude solid. Purification of the crude mixture by column chromatography on silica gel (ISCO System) using EtOAc/hexane (gradient system from 0:10 to 2:8) as eluent gave the product in 60% yield.

1. temperaturethe heterogeneous mixture was heated at 100° C. overnight
2. customThe layers were separated
3. washthe aqueous layer was washed with CH2Cl2 (2×50 mL)
4. dry with materialThe combined organic layers were dried over Na2SO4
5. concentrationconcentrated
6. customto leave a crude solid
7. customPurification of the crude mixture by column chromatography on silica gel (ISCO System)
8. customgave the product in 60% yield