反应 #2271691

反应方程式

N-[2-(3-hydroxypropoxy)phenyl]acetamide

p-toluenesulfonyl chloride

tosyl chloride

→

N-[2-(3-phenylsulfonyloxypropoxy)phenyl]acetamide

溶剂

pyridine

反应条件

后处理

1. 1
   workup.ADDITIONThe reaction was poured onto ice
2. 2
   其他The aqueous supernatant was decanted from the oil
3. 3
   洗涤The diethyl ether was washed with cold (5° C.) 3N HCl
4. 4
   干燥The organic layer was dried (MgSO4)
5. 5
   浓缩concentrated
6. 6
   其他to afford a thick, brown oil, 5.3 g

实验过程

To a solution of N-[2-(3-hydroxypropoxy)phenyl]acetamide (Example 113) (7.5 g, 36 mmol) in pyridine (90 ml), cooled to 0° C., was added p-toluenesulfonyl chloride (13.6 g, 56 mmol). After the tosyl chloride went into solution, the reaction was then allowed to stand at 5° C. for 16 hours. The reaction was poured onto ice, and a brown oil settled. The aqueous supernatant was decanted from the oil, and the residual oil taken up in diethyl ether. The diethyl ether was washed with cold (5° C.) 3N HCl and then with brine. The organic layer was dried (MgSO4), and concentrated to afford a thick, brown oil, 5.3 g.

来源