Water → (4,4,5,5,5-Pentafluoropentyl)benzylamine

HRID 1792355ノート

反応式

HRID 1792355 の反応式
[F:1][C:2]([F:22])([C:18]([F:21])([F:20])[F:19])[CH2:3][CH2:4][CH2:5]OC1C=CC=C(C)C=1S([O-])(=O)=O.[CH2:23]([NH2:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C(=O)([O-])[O-].[K+].[K+].O>C(#N)C>[F:1][C:2]([F:22])([C:18]([F:21])([F:20])[F:19])[CH2:3][CH2:4][CH2:5][NH:30][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

参加物

6

反応物 4

HCID 962WaterHCID 7504BenzylamineHCID 11430Potassium CarbonateHCID 867560744,4,5,5,5-Pentafluoropentyloxytoluenesulfonate

生成物 1

HCID 18770251(4,4,5,5,5-Pentafluoropentyl)benzylamine収率 74%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

4,4,5,5,5-Pentafluoropentyloxytoluenesulfonate (1 g, 3 mmol) was dissolved in acetonitrile (10 ml). Benzylamine (646 mg, 6 mmol) and potassium carbonate (829 mg, 6 mmol) were added. The mixture was refluxed for 10 h under nitrogen atmosphere. When the reaction was completed, the mixture was cooled to room temperature. Water was added to reaction solution which was then extracted with ethyl acetate. The extracted organic layer was dried over anhydrous magnesium sulfate and then concentrated. The residue was subjected to column chromatography (dichloromethane:ethyl acetate=19:1) to give 590 mg (yield: 74%) of the title compound as a pale yellow liquid.

後処理

  1. temperatureThe mixture was refluxed for 10 h under nitrogen atmosphere
  2. extractionwas then extracted with ethyl acetate
  3. dry with materialThe extracted organic layer was dried over anhydrous magnesium sulfate
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-05194e24a7d94b56b66c94a62f3f92e7
出典データセット
uspto-grants-2006_07
特許番号
US07074819B2

反応ノート

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