Dicyclohexylcarbodiimide → HCID 131731312, Verbindung

HRID 2364936Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2364936
[CH3:1][N:2]([CH3:9])[CH:3]([CH3:8])[CH2:4][C:5]([OH:7])=[O:6].O[N:11]1[C:15](=[O:16])[CH2:14][CH2:13][C:12]1=[O:17].C1(N=C=NC2CCCCC2)CCCCC1.O.[C:34]1([CH3:44])[CH:39]=[CH:38][C:37]([S:40]([OH:43])(=[O:42])=[O:41])=[CH:36][CH:35]=1>C(Cl)Cl.C(#N)C>[S:40]([C:37]1[CH:38]=[CH:39][C:34]([CH3:44])=[CH:35][CH:36]=1)([OH:43])(=[O:42])=[O:41].[O:17]=[C:12]1[CH2:13][CH2:14][C:15](=[O:16])[N:11]1[O:6][C:5](=[O:7])[CH2:4][CH:3]([N:2]([CH3:9])[CH3:1])[CH3:8]

Komponenten

7

Edukt 4

HCID 10868DicyclohexylcarbodiimideHCID 80170N-HydroxysuccinimideHCID 521998p-Toluenesulfonic acid monohydrateHCID 219359823-(Dimethylamino)butanoic acid

Produkt 1

HCID 131731312HCID 131731312, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6342AcetonitrileLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

6.55 g (50 mMol) 3-dimethylamino-butyric acid 20 was added to 5.75 g (50 mMol) N-hydroxysuccinimide and 11.05 g (55 mMol) dicyclohexyl carbodiimide in 100 ml CH2Cl2. The reaction mixture was stirred for 16 h at RT. The obtained urea was filtrated and the solution was evaporated. The residue, dissolved in 10 ml acetonitrile, was added under stirring to a solution of 9.51 g (50 mMol) 4-toluenesulfonic acid monohydrate in acetonitrile (30 ml). The solvent was evaporated under vacuum and the product was recrystallized from acetonitrile or acetone.

Aufarbeitung

  1. filtrationThe obtained urea was filtrated
  2. customthe solution was evaporated
  3. dissolutionThe residue, dissolved in 10 ml acetonitrile
  4. additionwas added
  5. customThe solvent was evaporated under vacuum
  6. customthe product was recrystallized from acetonitrile or acetone

Quellen und Nachweise

ORD-Eintrag
ord-c7059a9b925344ac8b10595ff68b7bbf
Quelldatensatz
uspto-grants-2014_04
Patentnummer
US08697604B2

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