Water → 2-Trifluoromethylquinolin-8-ol

HRID 1384881ノート

反応式

HRID 1384881 の反応式
C[O:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[N:11]=[C:10]([C:13]([F:16])([F:15])[F:14])[CH:9]=[CH:8]2.O.[OH-].[Na+]>Br>[F:16][C:13]([F:14])([F:15])[C:10]1[CH:9]=[CH:8][C:7]2[C:12](=[C:3]([OH:2])[CH:4]=[CH:5][CH:6]=2)[N:11]=1

参加物

5

反応物 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 614880HCID 614880、化合物

生成物 1

HCID 115720352-Trifluoromethylquinolin-8-ol収率 99.1%

試薬・触媒・溶媒 1

HCID 260Hydrogen Bromide溶媒

実験手順

A solution of 8-methoxy-2-trifluoromethylquinoline (10.0 g) in 48% hydrobromic acid (40 ml) was stirred at reflux overnight. The reaction mixture was poured into water (200 ml) and the pH adjusted to 12.5 using 46-48% sodium hydroxide solution. After extraction with dichloromethane (2×25 ml) the aqueous layer was acidified to pH5.3 by the addition of 37% hydrochloric acid solution. The mixture was then extracted using dichloromethane (2×100 ml) and the combined organic extracts washed with water, dried over sodium sulfate, filtered and the solvent removed in vacuo to give the product (9.3 g) as a white solid.

後処理

  1. temperatureat reflux overnight
  2. extractionAfter extraction with dichloromethane (2×25 ml) the aqueous layer
  3. additionwas acidified to pH5.3 by the addition of 37% hydrochloric acid solution
  4. extractionThe mixture was then extracted
  5. washthe combined organic extracts washed with water
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. customthe solvent removed in vacuo

出典と根拠

ORDレコード
ord-b304b07e9fb74a8ab75f2725be463f52
出典データセット
uspto-grants-2001_07
特許番号
US06262070B1

反応ノート

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