Hydrogen Peroxide → HCID 58046323, compound

HRID 2359328Notes

Reaction equation

HRID 2359328 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([OH:20])[C:10]2[CH:17]=[CH:16][C:13]([C:14]#[N:15])=[CH:12][C:11]=2[O:18][CH3:19])[CH:5]=[CH:6][C:7]=1[Cl:8].C([O-])([O-])=[O:22].[K+].[K+].OO>CS(C)=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([OH:20])[C:10]2[CH:17]=[CH:16][C:13]([C:14]([NH2:15])=[O:22])=[CH:12][C:11]=2[O:18][CH3:19])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 11430Potassium CarbonateHCID 58046334HCID 58046334, compound

Product 1

HCID 58046323HCID 58046323, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

To a solution of 4-((3,4-dichlorophenyl)(hydroxy)methyl)-3-methoxybenzonitrile (165 mg, 0.535 mmol) in DMSO (3 mL) was added K2CO3 (222 mg, 1.60 mmol) followed by 30% H2O2 (1210 mg, 10.7 mmol) and the reaction was stirred at room temperature. After 45 minutes the product was purified without workup by direct injection onto a reverse phase column (Biotage C18-silica 12 g) eluting with 100:0:0.1 H2O:MeCN:HCO2H, to 0:100:0.1. The title compound was collected as a white solid (142 mg, 81%).

Workup

  1. customAfter 45 minutes the product was purified without workup by direct injection onto a reverse phase column (Biotage C18-silica 12 g)
  2. washeluting with 100:0:0.1 H2O
  3. customThe title compound was collected as a white solid (142 mg, 81%)

Sources & evidence

ORD record
ord-49992a5dff8444d1ae1e0eb9123cf375
Source dataset
uspto-grants-2014_04
Patent number
US08685977B2

Reaction notes

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