Diethyl Ether → 1-(Pyridin-2-yl)undecan-1-one

HRID 1587707노트

반응식

HRID 1587707 반응식
[Mg].Br[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[C:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=1)#N.[Cl-].[NH4+].C([O:25]CC)C>>[C:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=1)(=[O:25])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

참가 물질

6

반응물 5

HCID 3283Diethyl Ether2회HCID 7522Pyridine-2-carbonitrileHCID 81731-BromodecaneHCID 25517Ammonium ChlorideHCID 5462224Magnesium2회

생성물 1

HCID 197561311-(Pyridin-2-yl)undecan-1-one수율 58.3%

실험 절차

To 100 ml of anhydrous ether was added 3.60 g of magnesium for Grignard reaction, and to the mixture was added while stirring 36.5 g of 1-bromodecane. After the magnesium was completely dissolved, a diethyl ether solution of 15.6 g (0.15 mol) of 2-cyanopyridine was added dropwise, and the mixture was refluxed for 7 hours. After cooling, saturated ammonium chloride solution was added, the diethyl ether layer was separated, and the aqueous layer was further extracted with diethyl ether. The ether layers were combined, washed with water, and then dried over anhydrous sodium sulfate. After concentration under a reduced pressure, the residue was purified by separation according to silica gel column chromatography (ethyl acetate:hexane=1:9) to obtain 21.6 g of the desired product (yield 58.3%).

후처리

  1. customfor Grignard reaction
  2. additionto the mixture was added
  3. temperaturethe mixture was refluxed for 7 hours
  4. temperatureAfter cooling
  5. customthe diethyl ether layer was separated
  6. extractionthe aqueous layer was further extracted with diethyl ether
  7. washwashed with water
  8. dry with materialdried over anhydrous sodium sulfate
  9. concentrationAfter concentration under a reduced pressure
  10. customthe residue was purified by separation

출처 및 근거

ORD 기록
ord-f9567617c20c4dd59a147ba5286b6cb6
출처 데이터셋
uspto-grants-1993_06
특허 번호
US05219847

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