Reacción #307994

Ecuación de reacción

1,3-Dibromopropane

sodium hydroxide

N-(4-Chloro-2-hydroxy-phenyl)-benzamide

→

title compound

Rendimiento 83.0%

(3-Chloro-7,8-dihydro-6H-5-oxa-9-aza-benzocyclohepten-9-yl)-phenyl-methanone

Rendimiento 83.0%

Disolventes

acetonitrile

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThe solid was filtered off
2. 2
   Concentraciónthe filtrate concentrated in vacuo
3. 3
   OtroThe residue was purified by flash chromatography on silica gel (eluant; 30% EtOAc:70% hexane)

Procedimiento

N-(4-Chloro-2-hydroxy-phenyl)-benzamide from Example E25.1 (1.0 g, 4 mmol) was dissolved in acetonitrile (10 ml) and dichloromethane (15 ml). 1,3-Dibromopropane (3.26 g, 16 mmol), aliquat 336 (170 mg, 0.4 mmol) and sodium hydroxide (750 mg, 16 mmol) were added and the mixture was heated at 60° C. for 3 h. The solid was filtered off and the filtrate concentrated in vacuo. The residue was purified by flash chromatography on silica gel (eluant; 30% EtOAc:70% hexane) to yield the title compound (783 mg, 83%).

Fuente