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

HRID 452353

反応式

HRID 452353 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-986066fbfc4944dcb4e0b6e1519ba014
出典データセット
uspto-grants-2013_07
特許番号
US08492006B2

関連ノート

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