Potassium Hydroxide → 6-Bromo-2-(3,5-dimethylphenyl)quinoline

HRID 452351ノート

反応式

HRID 452351 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[CH2:9]O.[CH3:11][C:12]1[CH:17]=[C:16]([C:18]([CH3:20])=O)[CH:15]=[C:14]([CH3:21])[CH:13]=1.[OH-].[K+]>C1(C)C=CC=CC=1>[Br:8][C:5]1[CH:4]=[C:3]2[C:2](=[CH:7][CH:6]=1)[N:1]=[C:18]([C:16]1[CH:17]=[C:12]([CH3:11])[CH:13]=[C:14]([CH3:21])[CH:15]=1)[CH:20]=[CH:9]2

参加物

5

反応物 3

HCID 14797Potassium HydroxideHCID 149211-(3,5-Dimethylphenyl)ethan-1-oneHCID 110308742-Amino-5-bromobenzenemethanol

生成物 1

HCID 681936816-Bromo-2-(3,5-dimethylphenyl)quinoline

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

(2-Amino-5-bromophenyl)methanol (22 g, 109 mmol), 3,5-dimethylacetophenone (24.2 g, 163 mmol), RuCl2(PPh3)3 (1.05 g, 1.09 mmol), KOH (11.0 g, 196 mmol) were refluxed in 270 mL of toluene for 18 h. Water was collected from the reaction using a Dean-stark trap. The reaction mixture was allowed to cool to room temperature and filtered through a silica gel plug and eluted with 5% ethyl acetate in hexanes. The product was further purified by Kugelrohr distillation and crystallization from methanol.

後処理

  1. customWater was collected from the reaction
  2. filtrationfiltered through a silica gel plug
  3. washeluted with 5% ethyl acetate in hexanes
  4. distillationThe product was further purified by Kugelrohr distillation and crystallization from methanol

出典と根拠

ORDレコード
ord-a9c36c0959304e91a3bb17824f1f1a89
出典データセット
uspto-grants-2013_07
特許番号
US08492006B2

反応ノート

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