反応 #2439965

ord-490106e70b324ca4b0d99d5787340076

反応方程式

O=S(=O)(O)O
H2SO4
O=[N+]([O-])O
HNO3
O=C(c1ccc(Br)cc1)c1ccc([N+](=O)[O-])cc1
(4-Bromo-phenyl)-(4-nitro-phenyl)-methanone
O=C(c1ccc([N+](=O)[O-])cc1)c1ccc(Br)c([N+](=O)[O-])c1
(4-Bromo-3-nitro-phenyl)-(−4-nitro-phenyl)-methanone
収率 78.0%

反応条件

温度
60°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    workup.STIRRINGto stir
  2. 2
    その他resulting in precipitation of the product
  3. 3
    ろ過The product was filtered
  4. 4
    その他dried

実験手順

The crude (4-Bromo-phenyl)-(4-nitro-phenyl)-methanone (15 g, 49 mmol) was dissolved in 45 mL of dichloroethane and added dropwise via addition funnel to a mixture of concentrated H2SO4(aq) (2 mL, 392 mmol) and fuming HNO3(aq) (15.7 mL, 392 mmol). The mixture was stirred at 60° C. overnight. Subsequently the mixture was poured over ice water and allowed to stir resulting in precipitation of the product. The product was filtered and dried affording 78% yield of the desired (4-Bromo-3-nitro-phenyl)-(−4-nitro-phenyl)-methanone (13.1 g, 38 mmol).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07749530B2uspto-grants-2010_07