تفاعل #7827

معادلة التفاعل

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

p-toluenesulfonic acid monohydrate

→

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

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas refluxed overnight
2. 2
   درجة الحرارةAfter cooling
3. 3
   أخرىreaction to rt
4. 4
   ترشيحfiltered
5. 5
   غسيلwashing with warm chloroform and concentrated filtrate in vacuo
6. 6
   أخرىThe resulting brown oil was purified by flash chromatography on silica gel using 1:4 EtOAc

الإجراء التجريبي

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.

المصدر