반응 #84034

반응 방정식

2,2-dibromo-1-(6-bromonaphthalen-2-yl)ethanone

triethylamine

diethyl phosphite

→

2-bromo-1-(6-bromonaphthalen-2-yl)ethanone

수율 97.0%

용매

tetrahydrofurane

반응 조건

후처리

1. 1
   여과The reaction mixture was filtrated
2. 2
   기타the solvent was removed in vacuum
3. 3
   workup.DISSOLUTIONThe obtained residue was dissolved in ethyl acetate (1.2 L)
4. 4
   세척washed with water
5. 5
   기타The organic layer was separated
6. 6
   건조dried over sodium sulphate
7. 7
   여과filtrated
8. 8
   농축concentrated

실험 절차

2,2-dibromo-1-(6-bromonaphthalen-2-yl)ethanone (90.0 g, 221 mmol, 1.00) was dissolved in tetrahydrofurane (800 mL), triethylamine (27.67 mL, 199 mmol, 0.9 equiv.) was added followed by diethyl phosphite (45.8 g, 332 mmol, 1.50 equiv.). The reaction mixture was stirred overnight. The reaction mixture was filtrated and the solvent was removed in vacuum. The obtained residue was dissolved in ethyl acetate (1.2 L) and washed with water. The organic layer was separated, dried over sodium sulphate, filtrated and concentrated to yield crude 2-bromo-1-(6-bromonaphthalen-2-yl)ethanone (70.3 g). Recrystallization from acetonitrile gave 30 g (first batch) and 6.5 g (second batch) of 2-bromo-1-(6-bromonaphthalen-2-yl)ethanone (50%)

출처