Hydrochloric Acid → HCID 178446745, Verbindung

HRID 1067699

Reaktionsgleichung

Reaktionsgleichung von HRID 1067699
[CH3:1][C:2]([CH3:8])([CH2:6][CH3:7])C(O)=O.C([N:11]([CH2:14]C)CC)C.P(N=[N+]=[N-])(=O)(OC1C=CC=CC=1)[O:17]C1C=CC=CC=1.[NH:35]1[CH:39]=[C:38]([CH2:40][CH2:41][CH2:42][OH:43])[N:37]=[CH:36]1.Cl>C(#N)C>[CH3:8][C:2]([NH:11][C:14](=[O:17])[O:43][CH2:42][CH2:41][CH2:40][C:38]1[N:37]=[CH:36][NH:35][CH:39]=1)([CH2:6][CH3:7])[CH3:1]

Komponenten

7

Edukt 5

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 116842,2-Dimethylbutanoic acidHCID 123414Diphenylphosphoryl azideHCID 178520509HCID 178520509, Verbindung

Produkt 1

HCID 178446745HCID 178446745, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

5 mmol of 2,2-dimethylbutyric acid, 5 mmol of triethylamine and 5 mmol of diphenyl phosphorazidate in 30 ml of anhydrous acetonitrile are stirred at 20° C. for 45 minutes and are then brought to reflux for 30 minutes. 6 mmol of 3-(1H-imidazol-4-yl)propanol.HCl are added and are brought to reflux for 40 hours. The mixture is evaporated and the residue dissolved in diethyl ether. The solution is washed successively with 30 ml of 5% aqueous citric acid, 30 ml of H2O and 30 ml of saturated aqueous NaHCO3. The organic layer is evaporated and the residue is purified by rotatory chromatography (eluent: chloroform/methanol (99:1-90:10)). After removal of the solvent under reduced pressure, the residue is crystallized in the form of hydrogen oxalate in diethyl ether and ethanol.

Aufarbeitung

  1. temperatureto reflux for 30 minutes
  2. temperatureto reflux for 40 hours
  3. customThe mixture is evaporated
  4. dissolutionthe residue dissolved in diethyl ether
  5. washThe solution is washed successively with 30 ml of 5% aqueous citric acid, 30 ml of H2O and 30 ml of saturated aqueous NaHCO3
  6. customThe organic layer is evaporated
  7. customthe residue is purified by rotatory chromatography (eluent: chloroform/methanol (99:1-90:10))
  8. customAfter removal of the solvent under reduced pressure
  9. customthe residue is crystallized in the form of hydrogen oxalate in diethyl ether and ethanol

Quellen und Nachweise

ORD-Eintrag
ord-b94b80b7c4884ad0baea7653797b1fe0
Quelldatensatz
uspto-grants-2001_06
Patentnummer
US06248765B1

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