反应详情

温度

80 °C

A 20 mL reaction vial equipped with a stir bar was charged with 4-fluoro-2-methoxy-1-nitrobenzene (0.5 g, 2.92 mmol), 1-amino-2-methylpropan-2-ol (0.313 g, 3.51 mmol), N-methyl-2-pyrrolidinone (7.3 mL) and Hunig's base (N,N-diisopropylethylamine) (0.76 g, 5.84 mmol). The vessel was sealed and the reaction was heated on a thermal block at 80° C. for 24 hours. The reaction was cooled to ambient temperature, treated with water (40 mL) and extracted with ethyl acetate (3×60 mL). The combined organic layers were washed with brine (2×25 mL), dried over Na2SO4, filtered, and concentrated. The concentrate was purified by flash chromatography on a 10 g silica gel column eluting with 1% methanol/CH2Cl2 to provide the title compound. 1H NMR (500 MHz, dimethylsulfoxide-d6) δ ppm 1.16 (s, 6H) 3.10 (d, 2H) 3.84 (s, 3H) 4.58 (s, 1H) 6.35 (m, 2H) 6.96 (m, 1H) 7.83 (d, 1H).

1. customA 20 mL reaction
2. customvial equipped with a stir bar
3. customThe vessel was sealed
4. temperatureThe reaction was cooled to ambient temperature
5. extractionextracted with ethyl acetate (3×60 mL)
6. washThe combined organic layers were washed with brine (2×25 mL)
7. dry with materialdried over Na2SO4
8. filtrationfiltered
9. concentrationconcentrated
10. customThe concentrate was purified by flash chromatography on a 10 g silica gel column
11. washeluting with 1% methanol/CH2Cl2