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Water → 3,5-Bis-(2-trifluoromethylpyridin-4-yloxy)benzonitrile

HRID 353205
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HRID 353205 반응식
F[C:2]1[CH:3]=[C:4]([CH:7]=[C:8](F)[CH:9]=1)[C:5]#[N:6].[C:11](=[O:14])([O-])[O-].[K+].[K+].[F:17][C:18]([F:27])([F:26])[C:19]1[CH:24]=[C:23]([OH:25])[CH:22]=[CH:21][N:20]=1.O>CN(C)C(=O)C.C(OCC)(=O)C.CCCCCCC>[F:27][C:18]([F:17])([F:26])[C:19]1[CH:24]=[C:23]([O:25][C:2]2[CH:3]=[C:4]([CH:7]=[C:8]([O:14][C:11]3[CH:22]=[CH:21][N:20]=[C:19]([C:18]([F:27])([F:26])[F:17])[CH:24]=3)[CH:9]=2)[C:5]#[N:6])[CH:22]=[CH:21][N:20]=1
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참가 물질

7

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 5872043,5-DifluorobenzonitrileHCID 178516505HCID 178516505, 화합물

생성물 1

HCID 115609193,5-Bis-(2-trifluoromethylpyridin-4-yloxy)benzonitrile

시약·촉매·용매 2

HCID 31374Dimethylacetamide용매
HCID 21899848
Ethylacetate heptane
용매

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온도
150 °C

실험 절차

Under an atmosphere of nitrogen, 0.556 g (4.0 mmol) of 3,5-difluorobenzonitrile was initially charged in 10 ml of N,N-dimethylacetamide, and 1.22 g (8.8 mmol) of potassium carbonate were added a little at a time at room temperature. 1.305 g (8.00 mmol) of 2-(trifluoromethyl)pyridin-4-ol were then added and the mixture was heated at 150° C. for 30 h and cooled to room temperature, water and ethyl acetate/heptane (1:1) were added to the reaction solution and the solution was stirred for a number of minutes. The phases were separated and the organic phase was washed repeatedly with water and finally with saturated sodium chloride solution and then dried over sodium sulfate, filtered and concentrated. HPLC of the crude product gave 3,5-bis-(2-trifluoromethylpyridin-4-yloxy)benzonitrile in the form of white crystals.

후처리

  1. temperaturecooled to room temperature
  2. customThe phases were separated
  3. washthe organic phase was washed repeatedly with water and finally with saturated sodium chloride solution
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-8bd2a47560894c11a47af83b98b5e951
출처 데이터셋
uspto-grants-2004_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06750222B2

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