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Imidazole → [1,1'-Biphenyl]-4-methanol, a-(4-fluorophenyl)-a

HRID 1155282
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HRID 1155282 반응식
[NH:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.C[O-].[Na+].[C:9]1([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:14]=[CH:13][C:12]([C:15]([C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=2)([OH:18])[CH2:16]Cl)=[CH:11][CH:10]=1.CN(C)C=O>CO>[C:9]1([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH:14]=[CH:13][C:12]([C:15]([C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=2)([OH:18])[CH2:16][N:1]2[CH:5]=[CH:4][N:3]=[CH:2]2)=[CH:11][CH:10]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 795ImidazoleHCID 6228DimethylformamideHCID 10942334Sodium MethoxideHCID 13013625HCID 13013625, 화합물

생성물 1

HCID 13013626[1,1'-Biphenyl]-4-methanol, a-(4-fluorophenyl)-a수율 28%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
60 °C

실험 절차

20.2 g (0.297 mol) of imidazole are added to a solution of 9.5 g (0.175 mol) of sodium methylate in 49 ml of methyl alcohol. A slution of 44.3 g (0.135 mol) of 1-(4-biphenylyl)-2-chloro-1-(4-fluorophenyl)-ethanol in 103 mol of dimethylformamide is then added dropwise, and the reaction mixture is heated to 60° C. for 90 minutes. It is concentrated by distilling off the solvent in vacuo, and the residue is stirred with water. The crystals which remain are washed with acetonitrile and recrystallised from ethyl alcohol. 13.5 g (28% of theory) of 1-(4-biphenylyl)-1-(4-fluorophenyl)-2-(imidazol-1-yl)-ethanol of melting point 220° C. are obtained.

후처리

  1. concentrationIt is concentrated
  2. distillationby distilling off the solvent in vacuo
  3. washThe crystals which remain are washed with acetonitrile
  4. customrecrystallised from ethyl alcohol

출처 및 근거

ORD 기록
ord-0b4288c5cab14abfa99c3900afbbb84e
출처 데이터셋
uspto-grants-1981_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04301166

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