Reaktion #1563944

Reaktionsgleichung

2-Chloro-2,2,-difluoroacetic acid sodium salt

Water

3-bromo-5-fluorophenol

K2CO3

→

desired compound

1-Bromo-3-(difluoromethoxy)-5-fluorobenzene

Lösungsmittel

ethyl acetate

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGstirring
2. 2
   workup.WAITwas continued at 100° C. for 3 h
3. 3
   TemperaturThe reaction mixture was cooled to 25° C.
4. 4
   Waschenwashed with brine
5. 5
   Trocknendried over anhydrous sodium sulphate
6. 6
   Einengenconcentrated under reduced pressure
7. 7
   Sonstigeto afford the crude, which
8. 8
   Sonstigewas purified by column chromatography (using silica gel and 2% ethyl acetate in Hexane as eluent)

Vorschrift

To a solution of 3-bromo-5-fluorophenol (0.5 g, 2.6 mmol) in DMF (4.5 mL) was added K2CO3 (0.9 g, 6.54 mmol) and stirred at 25° C. for 10 min. Water (0.5 mL) was added to the above mixture followed by addition of 2-Chloro-2,2,-difluoroacetic acid sodium salt (0.6 g, 3.93 mmol) and stirring was continued at 100° C. for 3 h. The reaction mixture was cooled to 25° C. and diluted with ethyl acetate, washed with brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford the crude, which was purified by column chromatography (using silica gel and 2% ethyl acetate in Hexane as eluent) to afford the desired compound (Int-45). 1H NMR (400 MHz, CDCl3) δ ppm 7.2-6.9 (2H, m), 6.8-6.7 (1H, d), 6.7-6.2 (1H, m).

Quelle