反应 #7832

反应方程式

3,5-dimethoxy-N-(2-methoxyphenyl)-4-methylbenzamide

p-toluenesulfonic acid monohydrate

→

2-(3,5-dimethoxy-4-methylphenyl)-1,3-benzoxazole

溶剂

toluene

反应条件

后处理

1. 1
   温度was refluxed until no starting material
2. 2
   过滤filtered
3. 3
   洗涤washing with warm chloroform
4. 4
   其他Removal of solvent from filtrate
5. 5
   其他afforded a yellow solid
6. 6
   其他Purification of crude solid by flash chromatography on silica gel using 1:3 EtOAc

实验过程

A mixture of 3,5-dimethoxy-N-(2-methoxyphenyl)-4-methylbenzamide (1.29 g, 4.49 mmol), toluene (22 mL), p-toluenesulfonic acid monohydrate (5.9 g, 31 mmol) and molecular sieves was refluxed until no starting material was observed by TLC. Cooled mixture to rt and filtered, washing with warm chloroform. Removal of solvent from filtrate afforded a yellow solid. Purification of crude solid by flash chromatography on silica gel using 1:3 EtOAc:hexanes gave the desired intermediate, 2-(3,5-dimethoxy-4-methylphenyl)-1,3-benzoxazole, as a colorless solid.

来源