m-Chloroperbenzoic acid → 2-(2-Pyridylmethyl)-1H-isoindole-1,3(2H)-dione N-oxide

HRID 499506Notes

Reaction equation

HRID 499506 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][N:8]1[C:16](=[O:17])[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]1=[O:18].ClC1C=CC=C(C(OO)=[O:27])C=1>C(Cl)(Cl)Cl>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][N+:8]1([O-:27])[C:16](=[O:17])[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]1=[O:18]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 6172022-(2-Pyridinylmethyl)-1H-isoindole-1,3(2H)-dione

Product 1

HCID 865964682-(2-Pyridylmethyl)-1H-isoindole-1,3(2H)-dione N-oxideYield 99%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

2-(2-Pyridylmethyl)-1H-isoindole-1,3(2H)-dione (7.5 g, 32 mmol) and 3-chloroperbenzoic acid (77%, 14.3 g, 64 mmol) were dissolved in chloroform (250 ml), and the mixture was stirred at room temperature for 20 hrs. The solvent was evaporated, and the residue was washed with ethyl acetate to give the titled compound (8.0 g, 99%) as white crystals.

Workup

  1. customThe solvent was evaporated
  2. washthe residue was washed with ethyl acetate

Sources & evidence

ORD record
ord-6a540c640f6a44cea2dc197dab134bc1
Source dataset
uspto-grants-2010_08
Patent number
US07767665B2

Reaction notes

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