Sodium Hydroxide → 5-[Bis(methyloxy)methyl]-3-bromo-2-methylpyridine 1-oxide

HRID 1881729Notes

Reaction equation

HRID 1881729 reaction equation
C1C=C(Cl)C=C(C(OO)=[O:9])C=1.[CH3:12][O:13][CH:14]([O:23][CH3:24])[C:15]1[CH:16]=[C:17]([Br:22])[C:18]([CH3:21])=[N:19][CH:20]=1.C([O-])(O)=O.[Na+].[OH-].[Na+]>C(Cl)Cl>[CH3:24][O:23][CH:14]([O:13][CH3:12])[C:15]1[CH:16]=[C:17]([Br:22])[C:18]([CH3:21])=[N+:19]([O-:9])[CH:20]=1

Participants

6

Reactant 4

HCID 14798Sodium HydroxideHCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 674270765-[Bis(methyloxy)methyl]-3-bromo-2-methylpyridine

Product 1

HCID 674285425-[Bis(methyloxy)methyl]-3-bromo-2-methylpyridine 1-oxide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

m-CPBA (242 mg, 1.052 mmol) was added to a suspension of 5-[bis(methyloxy)methyl]-3-bromo-2-methylpyridine (129.5 mg, 0.526 mmol) and NaHCO3 (133 mg, 1.579 mmol) in DCM (5 ml). The mixture was stirred at room temperature overnight. To the resulting white suspension was added DCM and 1N NaOH. The organic phase was extracted twice,

Workup

  1. extractionThe organic phase was extracted twice

Sources & evidence

ORD record
ord-9de1d027737c4d9fa3cd4959679e90a0
Source dataset
uspto-grants-2012_11
Patent number
US08318940B2

Reaction notes

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