Water → 2-Bromo-4-chloro-1-(difluoromethoxy)benzene

温度

100 °C

To a solution of 2-bromo-4-chlorophenol (4.98 g, 24.0 mmol) in DMF (25 mL) was added sodium chlorodifluoroacetate (8.42 g, 55.2 mmol), cesium carbonate (10.97 g, 33.67 mmol) and water (2.5 mL). The reaction was stirred at 100° C. for 16 hours. The reaction mixture was partitioned between ethyl acetate and water, the organic portion washed with brine, dried (MgSO4), and evaporated. The crude product was purified by flash chromatography on silica eluting with 0-20% EtOAc in heptanes to yield 2-bromo-4-chloro-1-(difluoromethoxy)benzene as a clear, colorless oil (2.98 g, 48%). LCMS (ESI) no m/z signal; 1H NMR (400 MHz, DMSO-d6) δ: (ppm) 7.90 (d, 1H), 7.54 (dd, 1H), 7.38 (d, 1H), 7.28 (t, 1H).

1. customThe reaction mixture was partitioned between ethyl acetate and water
2. washthe organic portion washed with brine
3. dry with materialdried (MgSO4)
4. customevaporated
5. customThe crude product was purified by flash chromatography on silica eluting with 0-20% EtOAc in heptanes

ORDレコード

ord-7ada66305a5f4875ac2c1ab615adcd16

出典データセット

uspto-grants-2016_05

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09346815B2