Reaction #3784

Reaction equation

1,2-bis(2-methyl-5-trimethylsilyl-3-thienyl)hexafluorocyclopentene

hydrobromic acid

→

1,2-bis(2-methyl-3-thienyl)hexafluorocyclopentene

Yield 98.0%

Solvents

chloroform

Conditions

Workup

1. 1
   Otherto react for 6 hours under refluxing conditions
2. 2
   OtherAfter the completion of the reaction
3. 3
   Washthe chloroform layer was washed with an aqueous solution of sodium bicarbonate
4. 4
   Otherthe chloroform was removed under reduced pressures
5. 5
   OtherThe reaction product was purified by silicagel column chromatogram

Procedure

1,2-bis(2-methyl-5-trimethylsilyl-3-thienyl)hexafluorocyclopentene (2.16 g, 0.005 mol) was dissolved in chloroform (200 ml) and was allowed to react for 6 hours under refluxing conditions by adding concentrated hydrobromic acid (10 ml) to the solution. After the completion of the reaction, the chloroform layer was washed with an aqueous solution of sodium bicarbonate and the chloroform was removed under reduced pressures. The reaction product was purified by silicagel column chromatogram to give 1,2-bis(2-methyl-3-thienyl)hexafluorocyclopentene (1.8 g, 0.0049 mol).

Source