Reaktion #627141

Reaktionsgleichung

1,2,3,4-tetrahydro-1-benzazepin-5-one

O-methyl hydroxylamine hydrochloride

sodium acetate

sodium carbonate

→

desired product

Ausbeute 67.7%

(5Z)—N-Methoxy-1,2,3,4-tetrahydro-5H-2-benzazepin-5-imine

Ausbeute 67.7%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas refluxed for 3 hours
2. 2
   EinengenThe resulting mixture was concentrated in vacuo
3. 3
   Sonstigeto remove ethanol
4. 4
   workup.ADDITIONto the residue was added water (15 mL)
5. 5
   ExtraktionThe residue in water was extracted with dichloromethane (15 mL×3)
6. 6
   Trocknendried over sodium sulfate
7. 7
   Einengenconcentrated in vacuo

Vorschrift

A mixture of 1,2,3,4-tetrahydro-1-benzazepin-5-one (500 mg, 2.530 mmol), O-methyl hydroxylamine hydrochloride (211 mg, 2.530 mmol), sodium acetate (208 mg, 2.530 mmol) and sodium carbonate (536 mg, 5.060 mmol) in ethanol was refluxed for 3 hours. The resulting mixture was concentrated in vacuo to remove ethanol and to the residue was added water (15 mL). The residue in water was extracted with dichloromethane (15 mL×3). The organic layers were combined, dried over sodium sulfate, and concentrated in vacuo to afford 326 mg of the desired product (yield was 67%).

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