Water → 5-Phenyl-1,3-dihydro-2H-azepin-2-one

HRID 1929302Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1929302
C(N(CC)[C:4]1[CH2:10][CH:9]=[C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:7]=[CH:6][N:5]=1)C.[OH2:19]>COCCO>[C:11]1([C:8]2[CH:7]=[CH:6][NH:5][C:4](=[O:19])[CH2:10][CH:9]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Komponenten

4

Edukt 2

HCID 962WaterHCID 12502457HCID 12502457, Verbindung

Produkt 1

HCID 573498745-Phenyl-1,3-dihydro-2H-azepin-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 80192-MethoxyethanolLösungsmittel

Versuchsvorschrift

The crude diethyl-(5-phenyl-3H-azepin-2-yl)-amine (12.47 g) is added to water (10.0 mL) and 2-methoxy-ethanol (40.0 mL) and the resulting mixture heated to reflux and stirred 4½ days. The volatiles are removed in vacuo and the residue diluted with dichloromethane and washed with 0.1N HCl (2×200 mL) and saturated aqueous NaHCO3 (2×200 mL). The organic layer is dried over Na2SO4 and concentrated in vacuo to give the crude title compound as a dark brown solid (9.63 g). This material is carried into the next reaction without further purification.

Aufarbeitung

  1. temperaturethe resulting mixture heated
  2. temperatureto reflux
  3. customThe volatiles are removed in vacuo
  4. additionthe residue diluted with dichloromethane
  5. washwashed with 0.1N HCl (2×200 mL) and saturated aqueous NaHCO3 (2×200 mL)
  6. dry with materialThe organic layer is dried over Na2SO4
  7. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-50907c63078445fbb22162bf191b09f2
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08188069B2

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