Hydrogen Bromide → HCID 22316212, compound

HRID 2085906Notes

Reaction equation

HRID 2085906 reaction equation
[C:1]1([S:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:15]1([CH3:23])[CH:20]=[C:19]([CH3:21])[CH:18]=[C:17]([CH3:22])[CH:16]=1.[Br-:24].[Al+3].[Br-].[Br-].Br>>[Br-:24].[C:9]1([S+:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:16]2[C:17]([CH3:22])=[CH:18][C:19]([CH3:21])=[CH:20][C:15]=2[CH3:23])[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

5

Reactant 4

HCID 260Hydrogen BromideHCID 7947MesityleneHCID 13679Diphenyl sulfoxideHCID 166749Bromhydrol

Product 1

HCID 22316212HCID 22316212, compoundYield 80%

Procedure

To 38 g of diphenyl sulfoxide were added 500 ml of mesitylene and 340 g of aluminum bromide, followed by allowing a reaction to take place at 90° C. for 12 hours. After the reaction solution was cooled, a mixture of 100 ml of concentrated hydrobromic acid solution and 500 ml of ice water were poured. An aqueous layer was extracted with benzene and the organic layer was washed with water and dried over anhydrous MgSO4, followed by filtration and removal of the solvent, whereby 58 g (Yield: 80%) of diphenyl-2,4,6-trimethylphenylsulfonium bromide was obtained as white crystal.

Workup

  1. customa reaction
  2. customat 90° C.
  3. customfor 12 hours
  4. temperatureAfter the reaction solution was cooled
  5. additionwere poured
  6. extractionAn aqueous layer was extracted with benzene
  7. washthe organic layer was washed with water
  8. dry with materialdried over anhydrous MgSO4
  9. filtrationfollowed by filtration and removal of the solvent

Sources & evidence

ORD record
ord-3d4869f8b9d444acbf8dfbee44847dd6
Source dataset
uspto-grants-2004_04
Patent number
US06723483B1

Reaction notes

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