m-Chloroperbenzoic acid → Methyl 2-methylnicotinate 1-oxide

HRID 1799542Notes

Reaction equation

HRID 1799542 reaction equation
[CH3:1][C:2]1[C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.C1C=C(Cl)C=C(C(OO)=[O:20])C=1>C(Cl)Cl>[CH3:1][C:2]1[C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][CH:5]=[CH:4][N+:3]=1[O-:20]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 7015327Methyl 2-methylnicotinate

Product 1

HCID 20163965Methyl 2-methylnicotinate 1-oxide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Methyl 2-methylpyridine-3-carboxylate (10 g, 66.2 mmol) was taken up in DCM (140 mL) and mCPBA (16.31 g, 72.8 mmol) was added. The resulting solution was stirred at room temperature overnight. The reaction mixture was purified directly by silica gel chromatography (0-20% MeOH/EtOAc) to afford the title compound as a beige solid.

Workup

  1. customThe reaction mixture was purified directly by silica gel chromatography (0-20% MeOH/EtOAc)

Sources & evidence

ORD record
ord-5826699f908e498497767f14fa30e8d5
Source dataset
uspto-grants-2013_01
Patent number
US08344144B2

Reaction notes

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