반응 #459270

반응 방정식

1a

12b, 13-dibromo-2-methyl-2,3,8,12b-tetrahydro-1H-3a,8-methanodibenzo[3,4:6,7]-cyclohepta[1,2-c]pyrrol-1-one

tributyltin hydride

→

2-methyl-2,3,8,12b-tetrahydro-1H-3a,8-methanodibenzo[3,4:6,7]cyclohepta[1,2-c]pyrrol-1-one

수율 71.0%

용매

benzene

반응 조건

후처리

1. 1
   온도is heated
2. 2
   온도under reflux under nitrogen for 3 days
3. 3
   기타Most of the benzene is removed
4. 4
   workup.DISTILLATIONthe residue is distilled through a short-path column (to 125° bath temperature, 1 micron)
5. 5
   기타The pot residue is crystallized from isopropyl alcohol

실험 절차

A mixture of 8.07 g of 1a, 17.2 g of freshly distilled tributyltin hydride and 50 ml of anhydrous benzene is heated under reflux under nitrogen for 3 days. Most of the benzene is removed and the residue is distilled through a short-path column (to 125° bath temperature, 1 micron). The pot residue is crystallized from isopropyl alcohol to give 3,63 g (71% yield) of 2-methyl-2,3,8,12b-tetrahydro-1H-3a,8-methanodibenzo[3,4:6,7]cyclohepta[1,2-c]pyrrol-1-one (1b), mp 141°-146°. A sample crystallized once from isopropyl alcohol has mp 147°-157°.

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