Sodium Persulfate → 5-(methoxymethoxy)-2-methylpyridin-4(1H)-one

HRID 1690204Notes

Reaction equation

HRID 1690204 reaction equation
[CH3:1][O:2][CH2:3][O:4][C:5]1[C:6](B(O)O)=[CH:7][C:8]([CH3:11])=[N:9][CH:10]=1.S(OOS([O-])(=O)=O)([O-])(=O)=[O:16].[Na+].[Na+]>O1CCCC1>[CH3:1][O:2][CH2:3][O:4][C:5]1[C:6](=[O:16])[CH:7]=[C:8]([CH3:11])[NH:9][CH:10]=1

Participants

4

Reactant 2

HCID 62655Sodium PersulfateHCID 66598330[5-(Methoxymethoxy)-2-methylpyridin-4-yl]boronic acid

Product 1

HCID 665984905-(methoxymethoxy)-2-methylpyridin-4(1H)-oneYield 100%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 5-(methoxymethoxy)-2-methylpyridin-4-ylboronic acid (500 mg, 2.54 mmol) in tetrahydrofuran (12.7 mL), an aqueous solution of hydroxide peroxide (purity 30%) (2.9 mL, 25.4 mmol) was added at room temperature, and the resultant mixture was stirred at room temperature for 4 hours. The reaction solution was added with a saturated aqueous solution of sodium persulfate and concentrated in vacuo. The obtained residue was washed and filtered with chloroform/methanol, and 5-(methoxymethoxy)-2-methylpyridin-4(1H)-one (440 mg, yield >100%) was obtained as a yellow amorphous.

Workup

  1. concentrationconcentrated in vacuo
  2. washThe obtained residue was washed
  3. filtrationfiltered with chloroform/methanol

Sources & evidence

ORD record
ord-b995fc8aaaf84a72af8dd9d911a32ffc
Source dataset
uspto-grants-2012_04
Patent number
US08153634B2

Reaction notes

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