Hydrogen Peroxide → HCID 57937845, compound

HRID 1435072Notes

Reaction equation

HRID 1435072 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([CH2:8][OH:9])[CH:5]=[CH:4][C:3]=1[C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([C:16]#[N:17])[CH:11]=1.C(=O)([O-])[O-:19].[K+].[K+].OO.O>CS(C)=O>[Cl:1][C:2]1[CH:7]=[C:6]([CH2:8][OH:9])[CH:5]=[CH:4][C:3]=1[C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([NH2:17])=[O:19])[CH:11]=1

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 962WaterHCID 11430Potassium CarbonateHCID 68900893HCID 68900893, compound

Product 1

HCID 57937845HCID 57937845, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

2′-Chloro-4′-hydroxymethyl-biphenyl-3-carbonitrile (I-6c) was dissolved in 50 mL of dimethylsulfoxide and treated with potassium carbonate (2.8 g) followed by an aqueous hydrogen peroxide solution (10 mL of a 30% solution). After 18 hours, the reaction mixture was combined with 200 mL of water and extracted with ethyl acetate. The organic layer was washed twice with water, dried over magnesium sulfate, filtered and concentrated under reduced pressure to afford the title compound (I-6d).

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed twice with water
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-2254bcce39724824a4eef7a37412e887
Source dataset
uspto-grants-2009_11
Patent number
US07615651B2

Reaction notes

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