Ethyl (E)-4,4,5,5,5-pentafluoropent-2-enoate → (2E)-4,4,5,5,5-Pentafluoro-2-pentenoic acid

HRID 333954ノート

反応式

HRID 333954 の反応式
[F:1][C:2]([F:14])([C:10]([F:13])([F:12])[F:11])/[CH:3]=[CH:4]/[C:5]([O:7]CC)=[O:6]>[OH-].[Na+]>[F:1][C:2]([F:14])([C:10]([F:11])([F:12])[F:13])/[CH:3]=[CH:4]/[C:5]([OH:7])=[O:6]

参加物

3

反応物 1

HCID 15260846Ethyl (E)-4,4,5,5,5-pentafluoropent-2-enoate

生成物 1

HCID 86691160(2E)-4,4,5,5,5-Pentafluoro-2-pentenoic acid

試薬・触媒・溶媒 1

HCID 14798Sodium Hydroxide溶媒

実験手順

Ethyl (E)-4,4,5,5,5-pentafluoropent-2-enoate (5.5 g, 25.2 mmol) was suspended in 10% NaOH (14.5 ml) and heated at reflux until a homogenous solution was obtained (40 min). After cooling the mixture was washed with diethylether (2×) and acidified under ice-cooling with concentrated sulfuric acid. The mixture was extracted with diethylether (3×), the combined organic phases were washed with water, dried over magnesium sulfate and the solvent removed under reduced pressure. 2.64 g (13.9 mmol, 55%) were obtained. MS (ES) M/z=189.0 [M−H]−.

後処理

  1. temperatureheated
  2. temperatureat reflux until a homogenous solution
  3. customwas obtained (40 min)
  4. temperatureAfter cooling the mixture
  5. washwas washed with diethylether (2×)
  6. temperaturecooling with concentrated sulfuric acid
  7. extractionThe mixture was extracted with diethylether (3×)
  8. washthe combined organic phases were washed with water
  9. dry with materialdried over magnesium sulfate
  10. customthe solvent removed under reduced pressure
  11. custom2.64 g (13.9 mmol, 55%) were obtained

出典と根拠

ORDレコード
ord-b869db6af5f74786a9f13703b0b00972
出典データセット
uspto-grants-2014_11
特許番号
US08883791B2

反応ノート

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