m-Chloroperbenzoic acid → HCID 68768909, compound

HRID 1171503Notes

Reaction equation

HRID 1171503 reaction equation
[C:1]1([C:7]2[CH:8]=[N:9][CH:10]=[C:11]([CH:15]=2)[C:12]([OH:14])=[O:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1C=C(Cl)C=C(C(OO)=[O:24])C=1>ClC(Cl)C>[C:1]1([C:7]2[CH:8]=[N+:9]([O-:24])[CH:10]=[C:11]([CH:15]=2)[C:12]([OH:14])=[O:13])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 3461605-Phenylnicotinic Acid

Product 1

HCID 68768909HCID 68768909, compoundYield 37%

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

5-Phenylnicotinic acid (50 mg) was dissolved in dichloroethane (2 ml) prior to the addition of 77% mCPBA (250 mg). The reaction was stirred for 15 h and then it was concentrated, filtered, and purified by reverse phase HPLC (gradient elution, water/acetonitrile/TFA) to afford 5-phenylnicotinic acid N-oxide (20 mg). MS found: (M+H)+=216.1.

Workup

  1. concentrationit was concentrated
  2. filtrationfiltered
  3. custompurified by reverse phase HPLC (gradient elution, water/acetonitrile/TFA)

Sources & evidence

ORD record
ord-97acd3c4498942f38943bed3b7d4165d
Source dataset
uspto-grants-2010_11
Patent number
US07829571B2

Reaction notes

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