Sodium Hydroxide → HCID 22388009, Verbindung

HRID 1072788Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1072788
C(OC([N:6]1[C:15]2[C:10](=[CH:11][C:12]([C:16]3[O:17][CH2:18][C:19]([CH3:22])([CH3:21])[N:20]=3)=[CH:13][CH:14]=2)[C:9]([CH2:23][C:24]2[CH:29]=[CH:28][C:27]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)=[CH:26][CH:25]=2)=[CH:8][CH:7]1P(OC)(OC)=O)=O)C.[OH-].[Na+]>C(O)C>[CH3:21][C:19]1([CH3:22])[CH2:18][O:17][C:16]([C:12]2[CH:11]=[C:10]3[C:15](=[CH:14][CH:13]=2)[N:6]=[CH:7][CH:8]=[C:9]3[CH2:23][C:24]2[CH:29]=[CH:28][C:27]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)=[CH:26][CH:25]=2)=[N:20]1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 22388180HCID 22388180, Verbindung

Produkt 1

HCID 22388009HCID 22388009, VerbindungAusbeute 27,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 1-ethoxycarbonyl-6-(4,5-dihydro-4,4-dimethyloxazol-2-yl)-2-dimethoxyphosphoryl-4-(4-phenylbenzyl)-1,2-dihydroquinoline (738 mg), ethanol (20 ml) and 1N aqueous sodium hydroxide solution (4 ml) was refluxed under heating for 2 hr. The reaction mixture was concentrated to dryness under reduced pressure. Water was added and the mixture was extracted twice with ethyl acetate. The organic layers were combined, washed once with saturated brine, dried over anhydrous magnesium sulfate and concentrated to dryness under reduced pressure. The residue was purified by silica gel column chromatography (eluent: ethyl acetate) to give the objective compound (140 mg) as a white solid.

Aufarbeitung

  1. temperaturewas refluxed
  2. temperatureunder heating for 2 hr
  3. concentrationThe reaction mixture was concentrated to dryness under reduced pressure
  4. additionWater was added
  5. extractionthe mixture was extracted twice with ethyl acetate
  6. washwashed once with saturated brine
  7. dry with materialdried over anhydrous magnesium sulfate
  8. concentrationconcentrated to dryness under reduced pressure
  9. customThe residue was purified by silica gel column chromatography (eluent: ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-2bd9940ec2054ba198650e18f38eaaf0
Quelldatensatz
uspto-grants-2005_06
Patentnummer
US06911469B2

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