Reaktion #1492085

Reaktionsgleichung

HCl

1,2,3,4-tetrahydro-benzo[b]azepin-5-one

hydrazine monohydrate

KOH

→

compound 6

Ausbeute 47.8%

2,3,4,5-Tetrahydro-1H-benzo[b]azepine

Ausbeute 47.8%

Lösungsmittel

diethylene glycol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturto reflux for 6 hr under a N2 atmosphere
3. 3
   TemperaturAfter cooling
4. 4
   workup.ADDITIONthe reaction was poured onto ice-cold water
5. 5
   Extraktionextracted with EtOAc
6. 6
   WaschenAll the organics were washed with water and saturated NaCl
7. 7
   TrocknenDried over MgSO4
8. 8
   Filtrationfiltered
9. 9
   Einengenconcentrated

Vorschrift

A mixture of 1,2,3,4-tetrahydro-benzo[b]azepin-5-one (5) (1.58 g, 9.80 mmol), hydrazine monohydrate (1.92 mL, 40.0 mmol), and KOH (3.3 g, 58.8 mmol) in diethylene glycol (50 mL) was heated to reflux for 6 hr under a N2 atmosphere. After cooling, the reaction was poured onto ice-cold water, neutralized with 1N HCl, and extracted with EtOAc. All the organics were washed with water and saturated NaCl. Dried over MgSO4, filtered, and concentrated to yield compound 6 (0.69 g). This crude material was used in the next step with out further purification.

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