Sulfuric Acid → 4-Chloro-3-(2,4-dichloro-5-formylphenyl)-5-difluoromethoxy-1-methyl-1H-pyrazole

HRID 1870092노트

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HRID 1870092 반응식
Br[CH:2](Br)[C:3]1[C:4]([Cl:21])=[CH:5][C:6]([Cl:20])=[C:7]([C:9]2[C:13]([Cl:14])=[C:12]([O:15][CH:16]([F:18])[F:17])[N:11]([CH3:19])[N:10]=2)[CH:8]=1.S(=O)(=O)(O)[OH:24]>>[Cl:14][C:13]1[C:9]([C:7]2[C:6]([Cl:20])=[CH:5][C:4]([Cl:21])=[C:3]([CH:8]=2)[CH:2]=[O:24])=[N:10][N:11]([CH3:19])[C:12]=1[O:15][CH:16]([F:18])[F:17]

참가 물질

3

반응물 2

HCID 1118Sulfuric AcidHCID 150305713-(5-dibromomethyl-2,4-dichlorophenyl)-4-chloro-5-difluoromethoxy-1-methyl-1H-pyrazole

생성물 1

HCID 156721724-Chloro-3-(2,4-dichloro-5-formylphenyl)-5-difluoromethoxy-1-methyl-1H-pyrazole

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온도
103 °C

실험 절차

45.5 g (91 mmol) of 3-(5-dibromomethyl-2,4-dichlorophenyl)-4-chloro-5-difluoromethoxy-1-methyl-1H-pyrazole were added, a little at a time, to 65 ml of concentrated sulfuric acid at 85° C., during which process the mixture was heated slowly to 95° C. The reaction mixture was subsequently stirred at 103° C. for a further 5 minutes, whereupon it was stirred into 600 ml of ice-water. The product was extracted using dichloromethane. The organic phase was washed using saturated sodium chloride solution, dried over magnesium sulfate, filtered and finally concentrated. The crude product was purified by dissolving in hexane/ethyl acetate (1:1) and filtering the solution through a silica gel bed. Yield after concentration: 20 g.

후처리

  1. extractionThe product was extracted
  2. washThe organic phase was washed
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationfinally concentrated
  6. customThe crude product was purified
  7. dissolutionby dissolving in hexane/ethyl acetate (1:1)
  8. filtrationfiltering the solution through a silica gel bed
  9. customYield after concentration: 20 g

출처 및 근거

ORD 기록
ord-207a52999af248208165bcdf89c2617e
출처 데이터셋
uspto-grants-2000_08
특허 번호
US06096689

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