Toluene → N-[2-(1-cyclohexen-1-yl)-1-cyclohexen-1-yl]hexanamide

HRID 435810

반응식

HRID 435810 반응식
[C:1]1([CH:7]2[CH2:12][CH2:11][CH2:10][CH2:9][C:8]2=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.[C:14]([NH2:21])(=[O:20])[CH2:15][CH2:16][CH2:17][CH2:18][CH3:19].C1(C)C=CC=CC=1>O>[C:1]1([C:7]2[CH2:12][CH2:11][CH2:10][CH2:9][C:8]=2[NH:21][C:14](=[O:20])[CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1

참가 물질

5

반응물 3

HCID 1140TolueneHCID 12332HexanamideHCID 101175Cyclohexenylcyclohexanone

생성물 1

HCID 21481520N-[2-(1-cyclohexen-1-yl)-1-cyclohexen-1-yl]hexanamide

시약·촉매·용매 1

HCID 962Water용매

실험 절차

2-(1-Cyclohexenyl)cyclohexanone (17.8 g., 0.1 mole), hexanamide (11.5 g., 0.1 mole), 5.0 g. of a highly acidic resin, Amberlyst 15, and toluene (150 ml) are mixed, stirred and heated at reflux for 16 hours. The water formed in the course of the reaction is azeotroped from the reaction mixture. The hot solution is decanted from the Amberlyst catalyst, the catalyst washed with toluene (200 ml.), and the toluene fractions are combined. Pentane (300 ml.) is added to the toluene solution, the mixture chilled in ice and filtered to remove 3.65 g. of unreacted hexanamide. The orange filtrate is stripped to yield 24 g. of crude product, an oil.

후처리

  1. temperatureheated
  2. temperatureat reflux for 16 hours
  3. customis azeotroped from the reaction mixture
  4. customThe hot solution is decanted from the Amberlyst catalyst
  5. washthe catalyst washed with toluene (200 ml.)
  6. additionPentane (300 ml.) is added to the toluene solution
  7. temperaturethe mixture chilled in ice
  8. filtrationfiltered
  9. customto remove 3.65 g
  10. customto yield 24 g

출처 및 근거

ORD 기록
ord-f96a01e1938a476f950aff32e9e0c337
출처 데이터셋
uspto-grants-1977_02
특허 번호
US04006236

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