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Cyclopentanone → N-cyclopentyl-3,4,5-trifluoroaniline

HRID 469203
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HRID 469203 반응식
C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[F:15][C:16]1[CH:17]=[C:18]([CH:20]=[C:21]([F:24])[C:22]=1[F:23])[NH2:19].[C:25]1(=O)[CH2:29][CH2:28][CH2:27][CH2:26]1.C(=O)([O-])O.[Na+]>ClC(Cl)C.C(O)(=O)C>[CH:25]1([NH:19][C:18]2[CH:17]=[C:16]([F:15])[C:22]([F:23])=[C:21]([F:24])[CH:20]=2)[CH2:29][CH2:28][CH2:27][CH2:26]1
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참가 물질

7

반응물 4

HCID 8452CyclopentanoneHCID 516892Sodium BicarbonateHCID 27249913,4,5-TrifluoroanilineHCID 5049666Sodium triacetoxyborohydride

생성물 1

HCID 57811554N-cyclopentyl-3,4,5-trifluoroaniline

시약·촉매·용매 2

HCID 176Acetic Acid용매
HCID 6365
1,1-Dichloroethane
용매

실험 절차

Under ice-cooling, 11.5 g of sodium triacetoxyborohydride was added in small portions to a solution of 4.0 g of 3,4,5-trifluoroaniline and 3.6 ml cyclopentanone in 150 ml dichloroethane and 3.1 ml acetic acid, and, after rising to room temperature, stirred for 3.5 hours. Aqueous saturated sodium hydrogen carbonate was added thereto, followed by extraction with chloroform and subsequent drying over anhydrous sodium sulfate. After filtration, the solvent was evaporated under a reduced pressure, and the resulting residue was purified by silica gel column chromatography to obtain 5.4 g of N-cyclopentyl-3,4,5-trifluoroaniline.

후처리

  1. temperatureUnder ice-cooling
  2. customafter rising to room temperature
  3. extractionfollowed by extraction with chloroform
  4. dry with materialsubsequent drying over anhydrous sodium sulfate
  5. filtrationAfter filtration
  6. customthe solvent was evaporated under a reduced pressure
  7. customthe resulting residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-04daa9a1e5f3408c9db0029e52590017
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08629126B2

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