반응 #489697

반응 방정식

AlCl3

N-(2,2-dimethoxy-ethyl)-N-(4-fluoro-benzyl)-4-methyl-benzenesulfonamide

N-(2,2-Dimethoxy-ethyl)-N-(4-fluoro-benzyl)-4-methyl-benzene-sulfonamide

→

compound 3

수율 29.8%

6-Fluoro-isoquinoline

수율 29.8%

용매

dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   workup.ADDITIONthe solution was poured on ice
2. 2
   기타the layers were separated
3. 3
   추출the aqueous phase was extracted twice with dichloromethane
4. 4
   추출the combined organic layers were then extracted twice with sodium bicarbonate solution
5. 5
   건조The organic layer was dried over magnesium sulfate
6. 6
   기타evaporated to dryness
7. 7
   기타the obtained crude product (8.75 g)
8. 8
   기타was purified by silica gel chromatography

실험 절차

41.6 g of AlCl3 were suspended in 400 mL of dichloromethane. At room temperature, a solution of 22.95 g N-(2,2-dimethoxy-ethyl)-N-(4-fluoro-benzyl)-4-methyl-benzenesulfonamide (2) in 150 ml of dichloromethane was added. Stirring was continued at room temperature overnight, the solution was poured on ice, the layers were separated, the aqueous phase was extracted twice with dichloromethane and the combined organic layers were then extracted twice with sodium bicarbonate solution. The organic layer was dried over magnesium sulfate, evaporated to dryness and the obtained crude product (8.75 g) was purified by silica gel chromatography to yield 2.74 g of compound 3. Rt=0.30 min (Method C). Detected mass: 148.1 (M+H+).

출처