Reaktion #307961

Reaktionsgleichung

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

Benzoyl chloride

→

title compound

Ausbeute 56.0%

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

Ausbeute 56.0%

Lösungsmittel

dichloromethane

triethylamine

EtOAc

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe reaction mixture was heated for
2. 2
   Temperaturat reflux for 2 h
3. 3
   TemperaturThe mixture was cooled
4. 4
   Waschenwashed with 1M KHSO4 (aq), water and brine
5. 5
   SonstigeThe organic layer was dried
6. 6
   Filtrationfiltered
7. 7
   SonstigeThe residue was purified by flash chromatography on silica gel (eluant; 50% EtOAc: 50% hexane)

Vorschrift

1,2,3,4-Tetrahydro-benzo[b]azepin-5-one from Example E5.5 (480 mg, 2.98 mmol) was dissolved in a mixture of dichloromethane (30 ml) and triethylamine (1.3 ml). Benzoyl chloride (0.46 g, 3.28 mmol) was added and the reaction mixture was heated for at reflux for 2 h. The mixture was cooled and reduced in vacuo. The residue was dissolved in EtOAc and washed with 1M KHSO4 (aq), water and brine. The organic layer was dried, filtered and reduced in vacuo. The residue was purified by flash chromatography on silica gel (eluant; 50% EtOAc: 50% hexane) to yield the title compound (440 mg, 56%).

Quelle