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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 220779Erstellt: 23. Oktober 2026

Benzoyl chloride → 1-Benzoyl-3,4-dihydro-1H-benzo[b]azepin-5(2H)-one

https://huagongshe.com/de/reaction/220779

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzoyl chlorideHCID 7412—
Edukt1,2,3,4-Tetrahydro-benzo(b)azepin-5-oneHCID 294788—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelTriethylamineHCID 8471—
LösungsmittelEthyl AcetateHCID 8857—
Produkt1-Benzoyl-3,4-dihydro-1H-benzo[b]azepin-5(2H)-oneHCID 2311238856%

Reaktionsschritte

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%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08202858B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-e009fb4c82ad4e8794c0ab9b295570ea
Quellennotizuspto-grants-2012_06