تفاعل #2336545

معادلة التفاعل

3-bromo-6-chloro-2-fluorophenol

sodium chlorodifluoroacetate

potassium carbonate

water

→

1-bromo-4-chloro-2-fluoro-3-difluoromethoxybenzene

المذيبات

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe solution was cooled to ambient temperature
2. 2
   تركيزconcentrated hyrdrochlroric acid (2.5 mL) and water (4 mL)
3. 3
   workup.ADDITIONwere added
4. 4
   درجة الحرارةThe solution was cooled in an ice bath
5. 5
   استخلاصextracted with ethyl ether (2×25 mL)
6. 6
   غسيلThe combined extracts were washed with brine
7. 7
   تجفيفdried (sodium sulfate)
8. 8
   تركيزconcentrated

الإجراء التجريبي

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.

المصدر