تفاعل #7779

ord-628befcfd14e4cc8a671bfbe61404147

معادلة التفاعل

Cc1ccc(-c2nc3ccccc3o2)cc1Br
2-(3-bromo-4-methylphenyl)-1,3-benzoxazole
O=C1CCC(=O)N1Br
n-bromosuccinimide
O=C(OOC(=O)c1ccccc1)c1ccccc1
benzoyl peroxide
BrCc1ccc(-c2nc3ccccc3o2)cc1Br
2-[3-bromo-4-(bromomethyl)phenyl]-1,3-benzoxazole

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةwas refluxed for 3 h
  2. 2
    ترشيحThe white precipitate was filtered
  3. 3
    أخرىthe filtrate was evaporated to dryness
  4. 4
    أخرىThe resulting solid was purified by flash chromatography on silica gel eluting with EtOAc:hexane (1:5)

الإجراء التجريبي

A mixture of 2-(3-bromo-4-methylphenyl)-1,3-benzoxazole (240 mg, 0.83 mmol), n-bromosuccinimide (180 mg, 0.99 mmol), and benzoyl peroxide (10 mg, 0.041 mmol) in carbon tetrachloride (15 mL) was refluxed for 3 h. The white precipitate was filtered and the filtrate was evaporated to dryness. The resulting solid was purified by flash chromatography on silica gel eluting with EtOAc:hexane (1:5) to afford 2-[3-bromo-4-(bromomethyl)phenyl]-1,3-benzoxazole as a yellow solid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07087601B2uspto-grants-2006_08