p-Toluenesulfonic acid → Ethyl 6,6,6-trifluoro-3-oxohexanoate

HRID 1079022ノート

反応式

HRID 1079022 の反応式
[F:1][C:2]([F:15])([F:14])[CH2:3][CH2:4][C:5]([CH:7]([C:11]([OH:13])=[O:12])C(O)=O)=[O:6].[C:16]1(C)C=CC(S(O)(=O)=O)=C[CH:17]=1.C(=O)([O-])O.[Na+]>O>[F:15][C:2]([F:1])([F:14])[CH2:3][CH2:4][C:5]([CH2:7][C:11]([O:13][CH2:16][CH3:17])=[O:12])=[O:6]

参加物

5

反応物 3

HCID 6101p-Toluenesulfonic acidHCID 516892Sodium BicarbonateHCID 189709114,4,4-Trifluorobutyrylmalonic acid

生成物 1

HCID 18970913Ethyl 6,6,6-trifluoro-3-oxohexanoate収率 24,903.6%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 179 g of the 4,4,4-trifluorobutyrylmalonic acid ditheyl ester thus obtained, 260 ml of water and 322 mg of p-toluenesulfonic acid was refluxed with vigorous stirring for 6 hours. The reaction solution was then poured into saturated aqueous sodium hydrogencarbonate solution and extracted three times with diethyl ether. The ether layers were combined and the combined layer was washed with brine, dried over anhydrous magnesium sulfate. After the drying agent was removed, the solvent was removed under reduced pressure. The obtained residue was distilled inder reduced pressure to yield 98.8 g of the desired ethyl 4,4,4-trifluorobutyrylacetate in a yield of 74%.

後処理

  1. customthus obtained
  2. extractionextracted three times with diethyl ether
  3. washthe combined layer was washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customAfter the drying agent was removed
  6. customthe solvent was removed under reduced pressure
  7. distillationThe obtained residue was distilled inder reduced pressure

出典と根拠

ORDレコード
ord-14b67357ee6d4d22a27ae8c54587bce1
出典データセット
uspto-grants-1996_08
特許番号
US05550258

反応ノート

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