반응 #361686

반응 방정식

phenyltrimethylammonium bromide dibromide

5'-cyano-3',4'-dimethoxyacetophenone

→

5-(bromoacetyl)-2,3-dimethoxybenzonitrile

용매

tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

1. 1
   추출extracted three times with 70 ml of methylene chloride
2. 2
   세척The combined methylene chloride phases are washed with 2N sulfuric acid
3. 3
   건조dried over sodium sulfate
4. 4
   기타evaporated
5. 5
   기타The residue is chromatographed on 20 g of silica gel with methylene chloride
6. 6
   기타After recrystallization from methylene chloride/hexane there

실험 절차

3.48 g of phenyltrimethylammonium bromide dibromide dissolved in 30 ml of tetrahydrofuran are added dropwise at room temperature within 45 minutes to 1.9 g of 5'-cyano-3',4'-dimethoxyacetophenone dissolved in 30 ml of tetrahydrofuran, whereupon the mixture is stirred for 30 minutes. Thereupon, the reaction mixture is poured into 120 ml of ice-water and extracted three times with 70 ml of methylene chloride. The combined methylene chloride phases are washed with 2N sulfuric acid, dried over sodium sulfate and evaporated. The residue is chromatographed on 20 g of silica gel with methylene chloride. After recrystallization from methylene chloride/hexane there is obtained 5-(bromoacetyl)-2,3-dimethoxybenzonitrile of m.p. 138°-141°.

출처