Hydrogen Bromide → HCID 14938892, compound

HRID 3688Notes

Reaction equation

HRID 3688 reaction equation
[CH3:1][C:2]1[S:3][C:4]([Si](C)(C)C)=[CH:5][C:6]=1[C:7]1[C:11]([F:13])([F:12])[C:10]([F:15])([F:14])[C:9]([F:17])([F:16])[C:8]=1[C:18]1[CH:22]=[C:21]([Si](C)(C)C)[S:20][C:19]=1[CH3:27].Br>C(Cl)(Cl)Cl>[CH3:27][C:19]1[S:20][CH:21]=[CH:22][C:18]=1[C:8]1[C:9]([F:16])([F:17])[C:10]([F:14])([F:15])[C:11]([F:13])([F:12])[C:7]=1[C:6]1[CH:5]=[CH:4][S:3][C:2]=1[CH3:1]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 149388931,2-Bis(2-methyl-5-trimethylsilyl-3-thienyl)hexafluorocyclopentene

Product 1

HCID 14938892HCID 14938892, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

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).

Workup

  1. customto react for 6 hours under refluxing conditions
  2. customAfter the completion of the reaction
  3. washthe chloroform layer was washed with an aqueous solution of sodium bicarbonate
  4. customthe chloroform was removed under reduced pressures
  5. customThe reaction product was purified by silicagel column chromatogram

Sources & evidence

ORD record
ord-24790d511c784f0cb5c8390c2b1741e2
Source dataset
uspto-grants-1998_03
Patent number
US05734065

Reaction notes

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