반응 #3113

반응 방정식

ethyl acetate

4-Cyanophenol

sodium chlorodifluoroacetate

sodium hydroxide

→

title compound

수율 41.0%

4-difluoromethoxybenzonitrile

수율 41.0%

용매

DMF

반응 조건

후처리

1. 1
   세척the organic layer was washed twice with brine
2. 2
   추출The organic extract
3. 3
   건조was dried (MgSO4)
4. 4
   여과filtered
5. 5
   기타evaporated
6. 6
   기타The residue was purified by flash chromatography (silica gel, 25% ethyl acetate/hexanes)
7. 7
   기타to provide a white solid
8. 8
   기타(1 mm Hg, 23° C.)

실험 절차

4-Cyanophenol (0.50 g, 4.2 mmol, Aldrich), sodium chlorodifluoroacetate (0.77 g, 5 mmol, Alfa Products), and sodium hydroxide (0.20 g, 5 mmol) were combined in dry DMF (2 mL) under an atmosphere of argon. After stirring at 125°-130° C. for 5 h, the mixture was cooled to RT, ethyl acetate (50 mL) was added and the organic layer was washed twice with brine. The organic extract was dried (MgSO4), filtered and evaporated. The residue was purified by flash chromatography (silica gel, 25% ethyl acetate/hexanes) to provide a white solid. The solid was sublimed (1 mm Hg, 23° C.) to provide the title compound as colorless crystals (0.29 g, 41%). mp 33°-35° C.

출처