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Dimethylformamide → 4,4-difluoro-3-methyl-3-butenyl 3-methyl-1-phenyl-1H-pyrazole-4-carboxylate

HRID 917383
노트
인쇄 미리보기

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HRID 917383 반응식
CN(C)C=O.[CH3:6][C:7]1[C:11]([C:12]([OH:14])=[O:13])=[CH:10][N:9]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[N:8]=1.CS(O[CH2:26][CH2:27][C:28]([CH3:32])=[C:29]([F:31])[F:30])(=O)=O.C(=O)([O-])O.[Na+]>O>[CH3:6][C:7]1[C:11]([C:12]([O:14][CH2:26][CH2:27][C:28]([CH3:32])=[C:29]([F:31])[F:30])=[O:13])=[CH:10][N:9]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[N:8]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 516892Sodium BicarbonateHCID 52300563-methyl-1-phenyl-1H-pyrazole-4-carboxylic acidHCID 230202374,4-Difluoro-3-Methyl-3-Buten-1-Yl Methanesulfonate

생성물 1

HCID 230203284,4-difluoro-3-methyl-3-butenyl 3-methyl-1-phenyl-1H-pyrazole-4-carboxylate수율 77%

시약·촉매·용매 1

HCID 962
Water
용매

반응 조건

온도
100 °C

실험 절차

To 5 ml of N,N-dimethylformamide were dissolved 0.57 g (2.8 mmol) of 3-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid, obtained in accordance with a method described in J. Chem. Soc., page 2736 (1961), and 0.58 g (2.9 mmol) of 4,4-difluoro-3-methyl-3-butenyl methanesulfonate, followed by the addition of 0.48 g (5.7 mmol) of sodium hydrogencarbonate and stirring at 100° C. for 3 hours. The reaction liquid was then poured in water and extracted with diethyl ether. The organic layer was washed with water and a saturated saline solution in this order, followed by drying over anhydrous magnesium sulfate and concentration under reduced pressure. The residue was purified with silica gel column chromatography (ethyl acetate:hexane=1:6) to obtain 0.66 g (yield: 76%) of 4,4-difluoro-3-methyl-3-butenyl 3-methyl-1-phenyl-1H-pyrazole-4-carboxylate.

후처리

  1. customobtained in accordance with a method
  2. customThe reaction liquid
  3. extractionextracted with diethyl ether
  4. washThe organic layer was washed with water
  5. dry with materialby drying over anhydrous magnesium sulfate and concentration under reduced pressure
  6. customThe residue was purified with silica gel column chromatography (ethyl acetate:hexane=1:6)

출처 및 근거

ORD 기록
ord-89e2f736f5c046fd98870d54cfb170f4
출처 데이터셋
uspto-grants-2007_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07273878B2

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