p-Bromochlorobenzene → (4-chlorophenyl)[4-(1H-imidazol-1-yl)phenyl]methanol

HRID 1380307

반응식

HRID 1380307 반응식
[Mg].[Cl:2][C:3]1[CH:8]=[CH:7][C:6](Br)=[CH:5][CH:4]=1.[N:10]1([C:15]2[CH:22]=[CH:21][C:18]([CH:19]=[O:20])=[CH:17][CH:16]=2)[CH:14]=[CH:13][N:12]=[CH:11]1.[Cl-].[NH4+]>CCOCC>[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([CH:19]([C:18]2[CH:17]=[CH:16][C:15]([N:10]3[CH:14]=[CH:13][N:12]=[CH:11]3)=[CH:22][CH:21]=2)[OH:20])=[CH:5][CH:4]=1

참가 물질

6

반응물 4

HCID 7806p-BromochlorobenzeneHCID 25517Ammonium ChlorideHCID 7365304-(1H-imidazol-1-yl)benzaldehydeHCID 5462224Magnesium

생성물 1

HCID 3789353(4-chlorophenyl)[4-(1H-imidazol-1-yl)phenyl]methanol수율 83.9%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

A Grignard reagent which is prepared by reacting 1.9 g of magnesium with 15 g of p-chlorobromobenzene in 40 ml of ether is added to a suspension of 6.2 g of 4-(1-imidazolyl)benzaldehyde in 70 ml of ether at 0° C. After the mixture is stirred at room temperature for an hour, the reaction mixture is poured into an aqueous ammonium chloride solution with caution. The mixture is extracted with chloroform and the chloroform is distilled off. The residue is purified column-chromatographically and recrystallized from toluene to give 8.6 g of α-(4-chlorophenyl)-4-(1-imidazolyl)benzenemethanol as white crystals, melting at 148.5°-149.5° C.

후처리

  1. extractionThe mixture is extracted with chloroform
  2. distillationthe chloroform is distilled off
  3. customThe residue is purified column-chromatographically
  4. customrecrystallized from toluene

출처 및 근거

ORD 기록
ord-d34700e522374180804b1117911452f5
출처 데이터셋
uspto-grants-1986_04
특허 번호
US04581369

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