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

HRID 385949

Reaction equation

HRID 385949 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 mixture was allowed to react at room temperature overnight and then purified directly by silica gel chromatography (0-20% MeOH-EtOAc) to afford the title compound as a beige solid.

Workup

  1. customto react at room temperature overnight
  2. custompurified directly by silica gel chromatography (0-20% MeOH-EtOAc)

Sources & evidence

ORD record
ord-256fc36ad7554edebbbcc4d54d39a313
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Linked notes

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