Water → [(Pyridin-3-yl)methyl](3,3,3-trifluoropropyl)propanedinitrile

HRID 1795133ノート

反応式

HRID 1795133 の反応式
[F:1][C:2]([F:11])([F:10])[CH2:3][CH2:4][CH:5]([C:8]#[N:9])[C:6]#[N:7].C(=O)([O-])[O-].[K+].[K+].Cl[CH2:19][C:20]1[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=1.O>CN(C)C=O>[N:22]1[CH:23]=[CH:24][CH:25]=[C:20]([CH2:19][C:5]([CH2:4][CH2:3][C:2]([F:10])([F:11])[F:1])([C:8]#[N:9])[C:6]#[N:7])[CH:21]=1

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 183583-(Chloromethyl)pyridineHCID 221857612-(3,3,3-Trifluoropropyl)malononitrile

生成物 1

HCID 22185749[(Pyridin-3-yl)methyl](3,3,3-trifluoropropyl)propanedinitrile収率 63%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

(3,3,3-Trifluoropropyl)malononitrile (407 mg) was dissolved in N,N-dimethylformamide (5 ml), and potassium carbonate (347 mg) was added thereto, and then, a solution of 3-(chloromethyl)pyridine (320 mg) in N,N-dimethylformamide (1 ml) was added dropwise to the mixture, followed by stirring overnight at room temperature. To the reaction mixture was added water, and extracted with ethyl acetate. The organic layer was washed successively with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue obtained was subjected to silica gel column chromatography to give 400 mg of 2-((3-pyridyl)methyl)-2-(3,3,3-trifluoropropyl)malononitrile represented by the following formula (hereinafter referred to as the present invention compound (6)).

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed successively with water and saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue obtained

出典と根拠

ORDレコード
ord-6fef91e72db4407881126584aaf8a0d2
出典データセット
uspto-grants-2006_04
特許番号
US07026340B2

反応ノート

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