反应详情

(3-{[(1,1-Dimethylethyl)(dimethyl)silyl]oxy}-2,5-difluorophenyl) acetonitrile (0.353 g, 1.25 mmol) was dissolved in dimethylformamide (3 mL) and potassium fluoride (0.145 g, 2.50 mmol) was added followed by chloromethyl methyl ether (0.117 mL, 1.54 mmol). The mixture was stirred at room temperature for 0.2 h and then was partitioned between ethyl acetate and water. The aqueous portion was extracted with ethyl acetate. The combined organic portion was washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo to afford an oil which was purified by column chromatography (ethyl acetate-hexanes 1:6) to afford (2,5-difluoro-3-{[(methyloxy)methyl]oxy}phenyl)acetonitrile as a light brown solid (0.253 g, 1.19 mmol, 95% yield). 1H NMR (400 MHz, CDCl3): 7.05-6.93 (m, 1H), 6.87-6.77 (m, 1H), 5.22 (s, 2H), 3.76 (s, 2H), 3.51 (s, 3H); GCMS for C10H9NO2: 213 (M+).

1. customwas partitioned between ethyl acetate and water
2. extractionThe aqueous portion was extracted with ethyl acetate
3. washThe combined organic portion was washed with brine
4. dry with materialdried over sodium sulfate
5. filtrationfiltered
6. concentrationconcentrated in vacuo
7. customto afford an oil which
8. customwas purified by column chromatography (ethyl acetate-hexanes 1:6)