Hydrogen Peroxide → HCID 21079465, compound

HRID 2229955Notes

Reaction equation

HRID 2229955 reaction equation
OO.[OH:3][N:4]1[C:9]([CH3:11])([CH3:10])[CH2:8][CH:7]([O:12][C:13](=[O:31])[CH2:14][CH2:15][CH2:16][C:17]([O:19][CH:20]2[CH2:25][C:24]([CH3:27])([CH3:26])[N:23]([OH:28])[C:22]([CH3:30])([CH3:29])[CH2:21]2)=[O:18])[CH2:6][C:5]1([CH3:33])[CH3:32].S([O-])([O-])=O.[Na+].[Na+].[C:40]([OH:44])([CH3:43])([CH3:42])[CH3:41]>>[OH:44][C:40]([CH3:43])([CH3:42])[CH2:41][O:28][N:23]1[C:22]([CH3:30])([CH3:29])[CH2:21][CH:20]([O:19][C:17](=[O:18])[CH2:16][CH2:15][CH2:14][C:13]([O:12][CH:7]2[CH2:8][C:9]([CH3:11])([CH3:10])[N:4]([O:3][CH2:41][C:40]([OH:44])([CH3:43])[CH3:42])[C:5]([CH3:33])([CH3:32])[CH2:6]2)=[O:31])[CH2:25][C:24]1([CH3:27])[CH3:26]

Participants

5

Reactant 4

HCID 784Hydrogen PeroxideHCID 6386tert-ButanolHCID 24437Sodium SulfiteHCID 20718399HCID 20718399, compound

Product 1

HCID 21079465HCID 21079465, compound

Procedure

Aqueous hydrogen peroxide is added to a mixture of bis(1-oxyl-2,2,6,6-tetramethylpieridin-4-yl)glutarate and ferrous chloride tetrahydrate in tert-butyl alcohol at 30-50° C. Excess peroxide is decomposed with aqeuous sodium sulfite solution. The organic layer is concentrated and the crude product is purified by flash chromatography on silica gel to afford the title compound.

Workup

  1. concentrationThe organic layer is concentrated
  2. customthe crude product is purified by flash chromatography on silica gel

Sources & evidence

ORD record
ord-7ea78c5e25d64411b1f6a53557e20baf
Source dataset
uspto-grants-2002_07
Patent number
US06420463B1

Reaction notes

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