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

HRID 543327

反応式

HRID 543327 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-fbef6326b9b4418c86e7e0b275e619cf
出典データセット
uspto-grants-1987_04
特許番号
US04661603

関連ノート

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