反応 #7789

ord-c265964bdeeb4ce9a2b40b477a9f2b81

反応方程式

Cc1ccc(-c2nc3ccccc3o2)cc1C(F)(F)F
2-[4-methyl-3-(trifluoromethyl)phenyl]-1,3-benzoxazole
O=C1CCC(=O)N1Br
n-bromosuccinimide
O=C(OOC(=O)c1ccccc1)c1ccccc1
benzoyl peroxide
FC(F)(F)c1cc(-c2nc3ccccc3o2)ccc1CBr
2-[4-(bromomethyl)-3-(trifluoromethyl)phenyl]-1,3-benzoxazole

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度was refluxed for 3 h
  2. 2
    ろ過The white precipitate was filtered
  3. 3
    濃縮the filtrate was concentrated to dryness
  4. 4
    その他The crude was purified by flash chromatography on silica gel eluting with EtOAc:hexanes (1:1)

実験手順

A mixture of 2-[4-methyl-3-(trifluoromethyl)phenyl]-1,3-benzoxazole (600 mg, 2.2 mmol), n-bromosuccinimide (579 mg, 3.25 mmol), benzoyl peroxide (26 mg, 0.11 mmol) in carbon tetrachloride (15 mL) was refluxed for 3 h and then cooled to rt. The white precipitate was filtered and the filtrate was concentrated to dryness. The crude was purified by flash chromatography on silica gel eluting with EtOAc:hexanes (1:1) to afford 2-[4-(bromomethyl)-3-(trifluoromethyl)phenyl]-1,3-benzoxazole.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07087601B2uspto-grants-2006_08