반응 #489696

반응 방정식

p-toluenesulfonic acid chloride

(2,2-dimethoxy-ethyl)-(4-fluoro-benzyl)-amine

(2,2-Dimethoxy-ethyl)-(4-fluoro-benzyl)-amine

pyridine

→

compound 2

수율 66.6%

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

수율 66.6%

용매

dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   세척For workup, the reaction mixture was washed twice with 2M hydrochloric acid, twice with sodium bicarbonate solution and once with brine
2. 2
   건조The organic layer was dried over magnesium sulfate
3. 3
   기타evaporated to dryness
4. 4
   기타the obtained crude product
5. 5
   기타was purified by silica gel chromatography

실험 절차

20 g of (2,2-dimethoxy-ethyl)-(4-fluoro-benzyl)-amine (1) were dissolved in 120 ml of dichloromethane. 20 mL of pyridine were added. At 0° C. a solution of 23.8 g p-toluenesulfonic acid chloride in dichloromethane was added dropwise. The reaction was allowed to warm to room temperature and stirring was continued until conversion was completed. For workup, the reaction mixture was washed twice with 2M hydrochloric acid, twice with sodium bicarbonate solution and once with brine. The organic layer was dried over magnesium sulfate, evaporated to dryness and the obtained crude product was purified by silica gel chromatography to yield 22.95 g of compound 2 as an orange oil. Rt=1.71 min (Method C). Detected mass: 336.1 (M-OMe−).

출처