反应 #554604

ord-99efdc4fecfc4a3fb96cb6c4a7ae0a2b

反应方程式

O=[N+]([O-])c1c(S(=O)(=O)[O-])sc2ccccc12
mono nitro-benzothiophene-2-sulfonate
O=C([O-])[O-].[Ag+2]
silver carbonate
CCCCCC.CCOC(C)=O
hexane ethyl acetate
O=[N+]([O-])c1c(S(=O)(=O)[O-])sc2ccccc12.[Ag+]
silver mono nitro-benzo[b]thiophene-2-sulfonate
收率 98.2%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    过滤The mixture was filtered through half an inch of Celite®
  2. 2
    洗涤the solid was washed with 3×40 mL acetonitrile
  3. 3
    其他organic solvent was removed via rotary evaporator to dryness and thus afforded 0.668 g of viscous solid with a yield of 98.2%
  4. 4
    其他The resulting compound was not purified for further reactions

实验过程

To a solution of mono nitro-benzothiophene-2-sulfonate (0.5177 g, 1.86 mmol) in 50 mL of acetonitrile and 1 mL of water was added silver carbonate (0.6169 g, 2.24 mmol) in portions in darkness. The resulting suspension was stirred overnight for 9 days, until no starting material is shown on the thin layer chromatography with an eluent of hexane/ethyl acetate (1:4). The mixture was filtered through half an inch of Celite® and the solid was washed with 3×40 mL acetonitrile. The organic filtrate was combined and organic solvent was removed via rotary evaporator to dryness and thus afforded 0.668 g of viscous solid with a yield of 98.2%. The resulting compound was not purified for further reactions.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08623584B2uspto-grants-2014_01