Dimethyl Sulfoxide → HCID 23496580, compound

HRID 917688Notes

Reaction equation

HRID 917688 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 962Water2×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 FeSO4.7H2O 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-d94b6a1d46184f36aba152038caa0a3b
Source dataset
uspto-grants-2007_09
Patent number
US07273954B2

Reaction notes

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