Water → 1-Bromo-4-chloro-3-(difluoromethoxy)-2-fluorobenzene

Temperatur

100 °C

To a solution of 3-bromo-6-chloro-2-fluorophenol (1.00 g, 4.44 mmol) and sodium chlorodifluoroacetate in dimethylformamide (DMF; 9 mL) was added potassium carbonate (1.22 g, 5.32 mmol) and water (1.77 mL) and the resulting mixture heated to 100° C. for 4 hours. The solution was cooled to ambient temperature and concentrated hyrdrochlroric acid (2.5 mL) and water (4 mL) were added and stirred at ambient temperature overnight. The solution was cooled in an ice bath and neutralized with 2N sodium hydroxide and then extracted with ethyl ether (2×25 mL). The combined extracts were washed with brine, dried (sodium sulfate), and concentrated to give 1-bromo-4-chloro-2-fluoro-3-difluoromethoxybenzene (1.20 g, 4.2 mmol). This material was used without further purification.

1. temperatureThe solution was cooled to ambient temperature
2. concentrationconcentrated hyrdrochlroric acid (2.5 mL) and water (4 mL)
3. additionwere added
4. temperatureThe solution was cooled in an ice bath
5. extractionextracted with ethyl ether (2×25 mL)
6. washThe combined extracts were washed with brine
7. dry with materialdried (sodium sulfate)
8. concentrationconcentrated

ORD-Eintrag

ord-6f78e21015924e07a76d049f7e37aa0d

Quelldatensatz

uspto-grants-2008_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07314849B2