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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
ノート
印刷プレビュー

反応式

HRID 352716 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 5

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

生成物 1

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

実験手順

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.

後処理

  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))

出典と根拠

ORDレコード
ord-b6c10d57bf72403dabfc5134ff89c13f
出典データセット
uspto-grants-2004_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06747169B2

反応ノート

読み込み中…

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