반응 #67606

반응 방정식

potassium carbonate

3,4-dihydroxy benzaldehyde

potassium carbonate

potassium carbonate

chlorodifluoromethane

→

4-difluoromethoxy-3-hydroxy benzaldehyde

수율 25.0%

용매

water

N,N-dimethylformamide

반응 조건

후처리

1. 1
   기타for about 30 minutes
2. 2
   기타at about 80-85° C
3. 3
   workup.STIRRINGstirred for about one and half hours
4. 4
   workup.STIRRINGstirred for about one and half hours
5. 5
   workup.STIRRINGThe reaction mixture was then stirred for about 5-6 hours at an ambient temperature
6. 6
   여과The reaction mixture was filtered
7. 7
   농축the filtrate was concentrated under reduced pressure
8. 8
   기타The residue obtained
9. 9
   추출extracted with ethyl acetate (3×200 mL)
10. 10
    건조The combined organic layer was dried over anhydrous sodium sulphate
11. 11
    농축concentrated under reduced pressure
12. 12
    기타The crude product obtained
13. 13
    기타was purified through silica gel column

실험 절차

To a well stirred suspension of 3,4-dihydroxy benzaldehyde (100 gm) and anhydrous potassium carbonate (120 gm) in dry N,N-dimethylformamide (1.0 lit) was passed chlorodifluoromethane gas for about 30 minutes at about 80-85° C. After an hour another lot of anhydrous potassium carbonate (25.0 gm) was added and stirred for about one and half hours. The third lot of anhydrous potassium carbonate (25.0 gm) was added and stirred for about one and half hours. The reaction mixture was then stirred for about 5-6 hours at an ambient temperature. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The residue obtained was diluted with water (500 mL) and extracted with ethyl acetate (3×200 mL). The combined organic layer was dried over anhydrous sodium sulphate and concentrated under reduced pressure. The crude product obtained was purified through silica gel column to give 4-difluoromethoxy-3-hydroxy benzaldehyde.

출처