反応 #7806

ord-f439900152384de1b2022bdb92a51c52

反応方程式

Cc1ccc(-c2nc3ccccc3o2)cc1O[Si](C)(C)C(C)(C)C
2-(3-{[tert-butyl-(dimethyl)silyl]oxy}-4-methylphenyl)-1,3-benzoxazole
O=C1CCC(=O)N1Br
NBS
O=C(OOC(=O)c1ccccc1)c1ccccc1
benzoyl peroxide
CC(C)(C)[Si](C)(C)Oc1cc(-c2nc3ccccc3o2)ccc1CBr
2-(3-{[tert-butyl-(dimethyl)silyl]oxy}-4-bromomethylphenyl)-1,3-benzoxazole

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度The reaction mixture was refluxed for 6 h
  2. 2
    その他CCl4 was removed in vacuo
  3. 3
    workup.DISSOLUTIONThe residue was dissolved in EtOAc (50 mL)
  4. 4
    洗浄washed with H2O (50 mL)
  5. 5
    乾燥dried (MgSO4)
  6. 6
    ろ過filtered
  7. 7
    濃縮concentrated in vacuo

実験手順

To 2-(3-{[tert-butyl-(dimethyl)silyl]oxy}-4-methylphenyl)-1,3-benzoxazole (1.46 g, 4.3 mmol) in CCl4 (50 mL) was added NBS (770 mg, 4.3 mmol) and benzoyl peroxide (50 mg). The reaction mixture was refluxed for 6 h, cooled to rt, and CCl4 was removed in vacuo. The residue was dissolved in EtOAc (50 mL), washed with H2O (50 mL), dried (MgSO4), filtered and concentrated in vacuo to afford 2-(3-{[tert-butyl-(dimethyl)silyl]oxy}-4-bromomethylphenyl)-1,3-benzoxazole as light yellow solid.

出典

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