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

HRID 1982990노트

반응식

HRID 1982990 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-71eb457912f24c62bf240b13520a8166
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07541374B2

반응 노트

불러오는 중…