반응 #2274119

반응 방정식

2,10-dichloro-12H-dibenzo[d,g][1,3]-dioxocin

N-bromosuccinimide

→

12-bromo-2,10-dichloro-12H-5,7-dioxadibenzo[a,d]cyclooctene

수율 27.0%

용매

tetrachloromethane

반응 조건

후처리

1. 1
   여과The mixture was filtrated
2. 2
   농축the solution phase concentrated in vacuo
3. 3
   workup.ADDITIONThe residue was added dichloromethane (30 mL) and ether (100 mL)
4. 4
   여과The mixture was filtered
5. 5
   세척eluting with heptane/ethyl acetate (3:1)

실험 절차

To a solution of 2,10-dichloro-12H-dibenzo[d,g][1,3]-dioxocin (21.4 g, 76.1 mmol) and N-bromosuccinimide (13.5 g, 76.1 mmol) in tetrachloromethane (275 mL) was added azobisisobutyronitrile (200 mg, 1.2 mmol). The mixture was heated at 80° C. for 24 h. Another 3 x azobisisobutyronitrile (200 mg, 1.2 mmol) was added within the 24 h. The mixture was filtrated and the solution phase concentrated in vacuo. The residue was added dichloromethane (30 mL) and ether (100 mL). The mixture was filtered and the solution phase concentraded in vacuo. The residue was submitted to flash chromatography eluting with heptane/ethyl acetate (3:1) to give 7.4 g (27%) of 12-bromo-2,10-dichloro-12H-5,7-dioxadibenzo[a,d]cyclooctene.

출처