تفاعل #7832

معادلة التفاعل

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

p-toluenesulfonic acid monohydrate

→

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

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas refluxed until no starting material
2. 2
   ترشيحfiltered
3. 3
   غسيلwashing with warm chloroform
4. 4
   أخرىRemoval of solvent from filtrate
5. 5
   أخرىafforded a yellow solid
6. 6
   أخرىPurification of crude solid by flash chromatography on silica gel using 1:3 EtOAc

الإجراء التجريبي

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.

المصدر