Water → 4-(1,1,2,2,2-Pentafluoroethyl)benzoic acid

HRID 2244324ノート

反応式

HRID 2244324 の反応式
[F:1][C:2]([F:15])([C:7]1[CH:14]=[CH:13][C:10]([C:11]#N)=[CH:9][CH:8]=1)[C:3]([F:6])([F:5])[F:4].[OH-:16].[K+].[OH2:18]>C(O)C>[F:1][C:2]([F:15])([C:7]1[CH:14]=[CH:13][C:10]([C:11]([OH:18])=[O:16])=[CH:9][CH:8]=1)[C:3]([F:6])([F:5])[F:4]

参加物

5

反応物 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 147741854-(Pentafluoroethyl)benzonitrile

生成物 1

HCID 230678834-(1,1,2,2,2-Pentafluoroethyl)benzoic acid収率 85%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 4-pentafluoroethyl-benzonitrile (2.98 g, 13.5 mmol) and potassium hydroxide (3.03 g, 54.0 mmol) in water (40 mL) and ethanol (20 mL) was heated at reflux for 16 h. After cooling, the solution was partitioned between 1 M aq. hydrochloric acid solution and ethyl acetate. The organic layer was washed with brine, dried (MgSO4), and evaporated. Chromatography (SiO2, heptane-ethyl acetate gradient) produced the title compound (2.76 g, 85%). White solid, MS (ISP) 238.9 (M−H)−.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 16 h
  3. temperatureAfter cooling
  4. customthe solution was partitioned between 1 M aq. hydrochloric acid solution and ethyl acetate
  5. washThe organic layer was washed with brine
  6. dry with materialdried (MgSO4)
  7. customevaporated

出典と根拠

ORDレコード
ord-ba0ebee87df542b5a70dc5d9a658819f
出典データセット
uspto-grants-2010_03
特許番号
US07678818B2

反応ノート

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