Reaction #1269818

Reaction equation

mono nitro-benzothiophene-2-sulfonate

silver carbonate

hexane ethyl acetate

→

Silver mono nitro-benzo[b]thiophene-2-sulfonate

Yield 98.2%

Solvents

acetonitrile

water

Conditions

Workup

1. 1
   FiltrationThe mixture was filtered through half an inch of Celite®
2. 2
   Washthe solid was washed with 3×40mL acetonitrile
3. 3
   Otherorganic 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
   OtherThe resulting compound was not purified for further reactions

Procedure

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 3×40mL 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.

Source