Water → [(3-cyano-4-trifluoromethyl-1H-pyrole-1-yl)methyl](3,3, 3-trifluoropropyl)malononitrile

HRID 1982990ノート

反応式

HRID 1982990 の反応式
Cl[CH2:2][N:3]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[C:5]([C:12]#[N:13])=[CH:4]1.[F:14][C:15]([F:24])([F:23])[CH2:16][CH2:17][CH:18]([C:21]#[N:22])[C:19]#[N:20].C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[C:12]([C:5]1[C:6]([C:8]([F:11])([F:10])[F:9])=[CH:7][N:3]([CH2:2][C:18]([CH2:17][CH2:16][C:15]([F:14])([F:23])[F:24])([C:19]#[N:20])[C:21]#[N:22])[CH:4]=1)#[N:13]

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 221857612-(3,3,3-Trifluoropropyl)malononitrileHCID 231491561-chloromethyl-3-cyano-4-trifluoromethyl-1H-pyrole

生成物 1

HCID 86612673[(3-cyano-4-trifluoromethyl-1H-pyrole-1-yl)methyl](3,3, 3-trifluoropropyl)malononitrile収率 25.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

0.80 g of 1-chloromethyl-3-cyano-4-trifluoromethyl-1H-pyrole and 0.67 g of (3,3,3-trifluoropropyl)malononitrile were dissolved in 10 ml of N,N-dimethylformamide. 0.57 g of potassium carbonate was added to the solution under ice cooling, followed by stirring at room temperature for overnight. Water was added to the reaction mixture, and then extracted with ethyl acetate. The organic layer was washed with saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate, filtered. The filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.33 g of [(3-cyano-4-trifluoromethyl-1H-pyrole-1-yl) methyl](3,3, 3-trifluoropropyl) malononitrile (referred as the compound of the present invention (46), hereinafter) shown by below formula.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with saturated aqueous solution of sodium chloride
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-71eb457912f24c62bf240b13520a8166
出典データセット
uspto-grants-2009_06
特許番号
US07541374B2

反応ノート

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