تفاعل #7809

معادلة التفاعل

5-(1,3-benzoxazol-2-yl)-2-methylphenol

sodium hydride

bromomethyl ether

→

2-[3-(methoxymethoxy)-4-methylphenyl]-1,3-benzoxazole

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   تركيزThe reaction mixture was concentrated
2. 2
   أخرىthe residue was purified by flash column (silica gel, hexanes:EtOAc 4:1)

الإجراء التجريبي

A solution of 5-(1,3-benzoxazol-2-yl)-2-methylphenol (200 mg, 0.89 mmol) in THF (6 mL) was cooled to −78° C. under Argon and sodium hydride (24 mg, 1.0 mmol) was added. After 30 min at this temperature, bromomethyl ether (225 mg, 1.8 mmol) was added via syringe. The reaction was warmed to rt for 1 h. The reaction mixture was concentrated and the residue was purified by flash column (silica gel, hexanes:EtOAc 4:1) to afford 2-[3-(methoxymethoxy)-4-methylphenyl]-1,3-benzoxazole. MS (ESI) 270 (M+H)+.

المصدر