Hydrogen Peroxide → HCID 22507636, compound

HRID 1356922Notes

Reaction equation

HRID 1356922 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+].[OH:40][C:41]([CH3:75])([CH3:74])[CH2:42][O:43][N:44]1[C:49]([CH3:51])([CH3:50])[CH2:48][CH:47]([O:52][C:53](=[O:71])[CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH2:69][CH3:70])[CH2:46][C:45]1([CH3:73])[CH3:72]>C(O)(C)(C)C>[C:3]([O:22][CH:23]1[CH2:28][C:27]([CH3:30])([CH3:29])[N:26]([O:31][CH2:75][C:41]([CH3:74])([OH:40])[CH2:42][O:43][N:44]2[C:49]([CH3:50])([CH3:51])[CH2:48][CH:47]([O:52][C:53](=[O:71])[CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH2:67][CH2:68][CH2:69][CH3:70])[CH2:46][C:45]2([CH3:73])[CH3:72])[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

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 24437Sodium SulfiteHCID 580171Octadecanoic acid, 1-hydroxy-2,2,6,6-tetramethyl-4-piperidinyl esterHCID 218850881-(2-Hydroxy-2-methylpropoxy)-4-octadecanoyloxy-2,2,6,6-tetramethylpiperidine

Product 1

HCID 22507636HCID 22507636, compound

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

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-octadecanoyloxy-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-2178bc865a124488a0345587b671c1ca
Source dataset
uspto-grants-2003_07
Patent number
US06586507B2

Reaction notes

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