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Triphenylphosphine → 1-tert-butyl-5-(2,2-difluoroethoxy)-3-trifluoromethyl-1H-pyrazole

HRID 854119
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HRID 854119 반응식
[C:1]([N:5]1[C:9]([OH:10])=[CH:8][C:7]([C:11]([F:14])([F:13])[F:12])=[N:6]1)([CH3:4])([CH3:3])[CH3:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[F:34][CH:35]([F:38])[CH2:36]O.N(C(OC(C)C)=O)=NC(OC(C)C)=O>O1CCCC1.O>[C:1]([N:5]1[C:9]([O:10][CH2:36][CH:35]([F:38])[F:34])=[CH:8][C:7]([C:11]([F:13])([F:14])[F:12])=[N:6]1)([CH3:4])([CH3:2])[CH3:3]
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참가 물질

7

반응물 4

HCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 1361872,2-Difluoroethan-1-olHCID 178448751HCID 178448751, 화합물

생성물 1

HCID 230756741-tert-butyl-5-(2,2-difluoroethoxy)-3-trifluoromethyl-1H-pyrazole수율 58.4%

시약·촉매·용매 2

HCID 962
Water
용매
HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 50.0 g (240.2 mmol) of 1-tert-butyl-5-hydroxy-3-trifluoromethyl-1H-pyrazole in 1000 ml of tetrahydrofuran were added 75.6 g (288.2 mmol) of triphenylphosphine and 23.7 g (288.8 mmol) of 2,2-difluoroethanol at room temperature, followed by stirring. Under ice-cooling, 58.3 g (288.3 mmol) of diisopropyl azodicarboxylate was added into the reaction solution, followed by 5 hours of stirring. After the completion of the reaction was confirmed, the reaction solution was poured into water and extracted with diethyl ether. The resulting organic layer was washed with water and dried over anhydrous magnesium sulfate. The solvent was removed by evaporation under reduced pressure and the residue was distilled under reduced pressure to obtain 38.2 g (yield: 58.4%) of 1-tert-butyl-5-(2,2-difluoroethoxy)-3-trifluoromethyl-1H-pyrazole.

후처리

  1. temperatureUnder ice-cooling
  2. stirringof stirring
  3. extractionextracted with diethyl ether
  4. washThe resulting organic layer was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was removed by evaporation under reduced pressure
  7. distillationthe residue was distilled under reduced pressure

출처 및 근거

ORD 기록
ord-b61a4e2510a548aeb295127d0ed5cb22
출처 데이터셋
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07256298B2

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