تفاعل #7820

معادلة التفاعل

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

benzoyl peroxide

N-bromosuccinimide

→

2-[4-(bromomethyl)-3-methoxyphenyl]-1,3-benzoxazole

المذيبات

carbon tetrachloride

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةto reflux conditions under argon
2. 2
   ترشيحfiltered
3. 3
   غسيلwashing with dichoromethane
4. 4
   تركيزAfter concentrating filtrate in vacuo
5. 5
   أخرىthe resulting colorless solid was purified by flash chromatography
6. 6
   غسيلa gradient elution of 1:4 EtOAc

الإجراء التجريبي

2-(3-Methoxy-4-methylphenyl)-1,3-benzoxazole (1.0 g, 4.1 mmol), carbon tetrachloride (18 mL), benzoyl peroxide (66 mg, 0.3 mmol) and N-bromosuccinimide (970 mg, 5.4 mmol) was heated to reflux conditions under argon and placed under a UV light. After one hour, no starting material was observed by TLC. After cooling mixture to rt, filtered, washing with dichoromethane. After concentrating filtrate in vacuo, the resulting colorless solid was purified by flash chromatography, using a gradient elution of 1:4 EtOAc:hexanes to EtOAc. This afforded the desired intermediate, 2-[4-(bromomethyl)-3-methoxyphenyl]-1,3-benzoxazole, as a colorless solid.

المصدر