Water → 2-Methoxy-4-(trifluoromethyl)benzoic acid

HRID 1181425

反応式

HRID 1181425 の反応式
[CH3:1][O:2][C:3]1[CH:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:8]=[CH:7][C:4]=1[C:5]#N.[OH-:15].[K+].[OH2:17]>C(O)C>[CH3:1][O:2][C:3]1[CH:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:8]=[CH:7][C:4]=1[C:5]([OH:17])=[O:15]

参加物

5

反応物 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 190013762-Methoxy-4-(trifluoromethyl)benzonitrile

生成物 1

HCID 36908732-Methoxy-4-(trifluoromethyl)benzoic acid収率 95%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of 2-methoxy-4-(trifluoromethyl)benzonitrile (Description 94; 19 g, 94.4 mmol) in ethanol (150 ml) was added a solution of potassium hydroxide (26.43 g; 472 mmol) in water (100 ml) and the resulting mixture heated at reflux overnight. The mixture was cooled and the ethanol removed by evaporation, the remaining aqueous phase was extracted with diethyl ether then acidified with 5N HCl. The acidic aqueous phase was then extracted with EtOAc (3×200 ml) and the combined organic layers washed with water, sat NaCl, dried over Na2SO4, filtered and evaporated to give the title compound (19.91 g, 95%).

後処理

  1. temperaturethe resulting mixture heated
  2. temperatureat reflux overnight
  3. temperatureThe mixture was cooled
  4. customthe ethanol removed by evaporation
  5. extractionthe remaining aqueous phase was extracted with diethyl ether
  6. extractionThe acidic aqueous phase was then extracted with EtOAc (3×200 ml)
  7. washthe combined organic layers washed with water
  8. dry with materialdried over Na2SO4
  9. filtrationfiltered
  10. customevaporated

出典と根拠

ORDレコード
ord-e989d54aadff4961beaccc9c62ce0d01
出典データセット
uspto-grants-2007_10
特許番号
US07285563B2

関連ノート

読み込み中…