Hydrogen Peroxide → HCID 22507636, compound

HRID 1937235Notes

Reaction equation

HRID 1937235 reaction equation
OO.[C:3]([O:22][CH:23]1[CH2:28][C:27]([CH3:30])([CH3:29])[N:26]([OH:31])[C:25]([CH3:33])([CH3:32])[CH2:24]1)(=[O:21])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20].S([O-])([O-])=O.[Na+].[Na+].[C:40]([OH:44])([CH3:43])([CH3:42])[CH3:41]>>[C:3]([O:22][CH:23]1[CH2:28][C:27]([CH3:30])([CH3:29])[N:26]([O:31][CH2:41][C:40]([CH3:43])([OH:44])[CH2:42][O:31][N:26]2[C:27]([CH3:29])([CH3:30])[CH2:28][CH:23]([O:22][C:3](=[O:21])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH2:24][C:25]2([CH3:32])[CH3:33])[C:25]([CH3:32])([CH3:33])[CH2:24]1)(=[O:21])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]

Participants

5

Reactant 4

HCID 784Hydrogen PeroxideHCID 6386tert-ButanolHCID 24437Sodium SulfiteHCID 580171Octadecanoic acid, 1-hydroxy-2,2,6,6-tetramethyl-4-piperidinyl ester

Product 1

HCID 22507636HCID 22507636, compound

Procedure

Aqueous hydrogen peroxide is added to a mixture of 4-octadecanoyloxy-1-oxyl-2,2,6,6-tetramethylpiperidine and ferrous chloride tetrahydrate in tert-butyl alcohol at 30-50° C. Excess peroxide is decomposed with aqueous sodium sulfite solution. The organic layer is concentrated to obtain a mixture which includes 1-(2-hydroxy-2-methylpropoxy)-4-octa-decanoyloxy-2,2,6,6-tetramethylpiperidine and the title compound. The title compound is separated from the mixture by high pressure liquid chromatography.

Workup

  1. concentrationThe organic layer is concentrated
  2. customto obtain a mixture which

Sources & evidence

ORD record
ord-1a704bab334f4289b07b9259d68ef431
Source dataset
uspto-grants-2002_05
Patent number
US06392041B1

Reaction notes

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