反応 #7827

反応方程式

N-(2-hydroxyphenyl)-3-methoxy-4-methylbenzamide

p-toluenesulfonic acid monohydrate

→

2-(3-methoxy-4-methylphenyl)-1,3-benzoxazole

溶媒

toluene

反応条件

後処理

1. 1
   温度was refluxed overnight
2. 2
   温度After cooling
3. 3
   その他reaction to rt
4. 4
   ろ過filtered
5. 5
   洗浄washing with warm chloroform and concentrated filtrate in vacuo
6. 6
   その他The resulting brown oil was purified by flash chromatography on silica gel using 1:4 EtOAc

実験手順

A mixture of N-(2-hydroxyphenyl)-3-methoxy-4-methylbenzamide (1.5 g, 5.8 mmol), toluene (30 mL), p-toluenesulfonic acid monohydrate (7.6 g, 40 mmol) and molecular sieves was refluxed overnight. After cooling reaction to rt, filtered washing with warm chloroform and concentrated filtrate in vacuo. The resulting brown oil was purified by flash chromatography on silica gel using 1:4 EtOAc:hexanes to give the desired intermediate, 2-(3-methoxy-4-methylphenyl)-1,3-benzoxazole, as a colorless solid.

出典