Hydrogen Peroxide → HCID 12084308, compound

HRID 843468Notes

Reaction equation

HRID 843468 reaction equation
OO.[C:3]([O:11][CH:12]1[CH2:17][C:16]([CH3:19])([CH3:18])[N:15]([OH:20])[C:14]([CH3:22])([CH3:21])[CH2:13]1)(=[O:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.S([O-])([O-])=O.[Na+].[Na+].[C:29]([OH:33])([CH3:32])([CH3:31])[CH3:30]>>[C:3]([O:11][CH:12]1[CH2:13][C:14]([CH3:22])([CH3:21])[N:15]([O:20][CH2:30][C:29]([OH:33])([CH3:32])[CH3:31])[C:16]([CH3:18])([CH3:19])[CH2:17]1)(=[O:10])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 4

HCID 784Hydrogen PeroxideHCID 6386tert-ButanolHCID 24437Sodium SulfiteHCID 6881781-Hydroxy-4-benzoyloxy-2,2,6,6-tetramethylpiperidine

Product 1

HCID 12084308HCID 12084308, compound

Procedure

A solution of 50% aqueous hydrogen peroxide is added slowly to a mixture of 4-benzoyloxy-1-oxyl-2,2,6,6-tetramethylpiperidine and ferrous chloride tetrahydrate in tert-butyl alcohol at 30-60° C. Excess peroxide is decomposed by aqueous sodium sulfite solution. The organic layer is concentrated and the residue is purified by flash chromatography to afford the title compound.

Workup

  1. concentrationThe organic layer is concentrated
  2. customthe residue is purified by flash chromatography

Sources & evidence

ORD record
ord-e79d39feb9644bd386a871ff9aa860f8
Source dataset
uspto-grants-2002_04
Patent number
US06376584B1

Reaction notes

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