반응 #443046

반응 방정식

NaOH

boron dimethyl sulfide

2-chloro-5H-dibenz[b,e]azepine-6,11-dione

methyl alcohol

→

residue

수율 64.1%

2-Chloro-6,11-Dihydro-5H-dibenz[b,e]azepine

수율 64.1%

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   온도The reaction mixture is heated
2. 2
   온도at reflux for 3 hours
3. 3
   온도cooled to room temperature
4. 4
   workup.STIRRINGWhile stirring
5. 5
   온도The reaction mixture is heated
6. 6
   온도at reflux for 24 hours
7. 7
   기타the solid collected
8. 8
   workup.DISSOLUTIONThe solid is dissolved in methylene chloride
9. 9
   세척washed with 2N citric acid, water
10. 10
    건조dried (Na2SO4)
11. 11
    기타The volatiles are evaporated in vacuo

실험 절차

To a mixture of 7.28 g of 2-chloro-5H-dibenz[b,e]azepine-6,11-dione in 25 ml of anhydrous tetrahydrofuran, under argon, is added dropwise 8.5 ml of (10M) boron-dimethyl sulfide. The reaction mixture is stirred at room temperature for 18 hours. The reaction mixture is heated at reflux for 3 hours and cooled to room temperature. While stirring, 25 ml of methyl alcohol is carefully added, followed by 100 ml of 2N NaOH. The reaction mixture is heated at reflux for 24 hours and the solid collected. The solid is dissolved in methylene chloride and washed with 2N citric acid, water and dried (Na2SO4). The volatiles are evaporated in vacuo to give 4.16 g of a residue which is crystallized from ethyl acetate-hexane to give 2.05 g of the desired product as a crystalline solid, m.p. 137°-141° C.

출처