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

4-Bromo-2-chlorophenol (1.0 g, 4.8 mmol) was dissolved in DMF (35 mL) and water (5 mL) was added followed by sodium chloro(difluoro)acetate (2.0 g, 12 mmol) and cesium carbonate (3.1 g, 9.6 mmol). The mixture was stirred for 15 minutes at room temperature and then heated to 100° C. for 2 hours under nitrogen. The mixture was partitioned between water (50 mL) and TBME (50 mL). The organic phase was separated, washed brine, dried over sodium sulphate, filtered, and concentrated in vacuo. The resulting crude product was purified by silica gel chromatography eluting with 0 to 30% EtOAc in heptane to afford the title compound as colourless oil (0.83 g, 67%).

1. temperatureheated to 100° C. for 2 hours under nitrogen
2. customThe mixture was partitioned between water (50 mL) and TBME (50 mL)
3. customThe organic phase was separated
4. washwashed brine
5. dry with materialdried over sodium sulphate
6. filtrationfiltered
7. concentrationconcentrated in vacuo
8. customThe resulting crude product was purified by silica gel chromatography
9. washeluting with 0 to 30% EtOAc in heptane

ORDレコード

ord-9203e8e24d5f4596b4d18b91e4a06e90

出典データセット

uspto-grants-2015_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09096500B2