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Acetonitrile → 1,4-Di(3,3,4,4,5,5,6,6,6-nonafluorohexyl) 2-(3-(n,n-dimethylamino)propylamino)succinate

HRID 352716
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HRID 352716 반응식
[C:1]([O:23][CH2:24][CH2:25][C:26]([F:38])([F:37])[C:27]([F:36])([F:35])[C:28]([F:34])([F:33])[C:29]([F:32])([F:31])[F:30])(=[O:22])/[CH:2]=[CH:3]\[C:4]([O:6][CH2:7][CH2:8][C:9]([F:21])([F:20])[C:10]([F:19])([F:18])[C:11]([F:17])([F:16])[C:12]([F:15])([F:14])[F:13])=[O:5].CN[N:41]([CH2:44][CH2:45][CH3:46])NC.C(=O)([O-])[O-].[K+].[K+].[C:53](OCC)(=O)C.[C:59](#[N:61])C>>[CH3:53][N:61]([CH2:46][CH2:45][CH2:44][NH:41][CH:2]([CH2:3][C:4]([O:6][CH2:7][CH2:8][C:9]([F:21])([F:20])[C:10]([F:18])([F:19])[C:11]([F:17])([F:16])[C:12]([F:15])([F:14])[F:13])=[O:5])[C:1]([O:23][CH2:24][CH2:25][C:26]([F:37])([F:38])[C:27]([F:35])([F:36])[C:28]([F:33])([F:34])[C:29]([F:32])([F:31])[F:30])=[O:22])[CH3:59]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 5

HCID 6342AcetonitrileHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 56982963N,N-dimethylaminopropylamineHCID 867598121,4-Di(3,3,4,4,5,5,6,6,6-nonafluorohexyl) maleate

생성물 1

HCID 879988721,4-Di(3,3,4,4,5,5,6,6,6-nonafluorohexyl) 2-(3-(n,n-dimethylamino)propylamino)succinate
수율 75%

실험 절차

In an amount of 30.0 g (49 mmol) of 1,4-di(3,3,4,4,5,5,6,6,6-nonafluorohexyl) maleate, 6.8 mL (54 mmol) of N,N-dimethylaminopropylamine and 7.5 g (54 mmol) of potassium carbonate were dissolved in 120 mL of acetonitrile and refluxed for 6 hours with heating. Then, the reaction mixture was transferred to a separatory funnel and added with 1000 mL of ethyl acetate. The organic phase was washed with a saturated aqueous sodium hydrogencarbonate solution. Then, the organic layer was collected, and the organic solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:methanol=100:3 (volume ratio)) to obtain 2.64 g (yield: 75%) of the target compound as a brown oily compound.

후처리

  1. temperaturerefluxed for 6 hours
  2. temperaturewith heating
  3. customThen, the reaction mixture was transferred to a separatory funnel
  4. washThe organic phase was washed with a saturated aqueous sodium hydrogencarbonate solution
  5. customThen, the organic layer was collected
  6. customthe organic solvent was evaporated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (chloroform:methanol=100:3 (volume ratio))

출처 및 근거

ORD 기록
ord-b6c10d57bf72403dabfc5134ff89c13f
출처 데이터셋
uspto-grants-2004_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06747169B2

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