Dimethyl Sulfoxide → HCID 23496580, compound

HRID 271986Notes

Reaction equation

HRID 271986 reaction equation
[CH3:1][C:2]([C:11]1[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][CH:12]=1)([C:4]1[CH:9]=[CH:8][C:7]([CH3:10])=[CH:6][CH:5]=1)[CH3:3].CS(C)=[O:20].[O-]S(OOS([O-])(=O)=O)(=O)=O.[Na+].[Na+].[OH2:34]>C(#N)C.CC([O-])=O.CC([O-])=O.[Cu+2]>[CH3:3][C:2]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]=[O:20])=[CH:6][CH:5]=1)([C:11]1[CH:12]=[CH:13][C:14]([CH:17]=[O:34])=[CH:15][CH:16]=1)[CH3:1]

Participants

7

Reactant 4

HCID 679Dimethyl SulfoxideHCID 962Water3×HCID 62655Sodium PersulfateHCID 2648522,2-Di-4-tolylpropane

Product 1

HCID 23496580HCID 23496580, compound

Reagents, catalysts & solvents 2

HCID 8895Cupric acetateCatalystHCID 6342AcetonitrileSolvent

Procedure

In a 100 ml reactor containing argon gas, 2.24 g of 1,1′-(1-methylethane-1,1-diyl)-bis-(4-methylbenzene) (CAS Registration No. 1823-31-0) [10 mmol] is dissolved in 39.2 ml of acetonitrile, with the addition of 0.8 ml of dimethyl sulfoxide [11.2 mmol] at 75° C. To the solution, 60 mg of Cu(OAc)2, 30 mg of FeSO4.7 H2O and 10 ml of water are added. Next, while stirring forcefully, 10.8 g of Na2S2O8, dissolved in 30 ml of water, are then added drop by drop. The reaction is ended after 100 minutes. The organic phase is extracted to exhaustion with ethyl acetate.

Workup

  1. additionare then added drop by drop
  2. extractionThe organic phase is extracted to exhaustion with ethyl acetate

Sources & evidence

ORD record
ord-ffa0424c01af4b7186b9ba5b8a6ce367
Source dataset
uspto-grants-2008_11
Patent number
US07453013B2

Reaction notes

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