tert-Butyl hydroperoxide → HCID 15170009, compound

HRID 2082423Notes

Reaction equation

HRID 2082423 reaction equation
[C:1]([O:9][CH:10]1[CH2:15][C:14]([CH3:17])([CH3:16])[N:13]([OH:18])[C:12]([CH3:20])([CH3:19])[CH2:11]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:21]([O:25]O)(C)([CH3:23])[CH3:22].[CH2:27]1[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[CH2:30][CH2:29][CH2:28]1>[Mo](=O)(=O)=O>[C:1]([O:9][CH:10]1[CH2:11][C:12]([CH3:20])([CH3:19])[N:13]([O:18][CH:35]2[C:36]3[C:31](=[CH:30][CH:29]=[CH:28][CH:27]=3)[CH:32]([O:18][N:13]3[C:14]([CH3:16])([CH3:15])[CH2:23][CH:21]([O:25][C:1](=[O:8])[C:2]4[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=4)[CH2:22][C:12]3([CH3:19])[CH3:11])[CH2:33][CH2:34]2)[C:14]([CH3:16])([CH3:17])[CH2:15]1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 6410tert-Butyl hydroperoxideHCID 8404TetralinHCID 6881781-Hydroxy-4-benzoyloxy-2,2,6,6-tetramethylpiperidine

Product 1

HCID 15170009HCID 15170009, compound

Reagents, catalysts & solvents 1

HCID 14802Molybdenum trioxideCatalyst

Procedure

A mixture of 80 mmol of 4-benzoyloxy-1-oxyl-2,2,6,6-tetramethylpiperidine, 300 mmol of 90% tert-butyl hydroperoxide, 5 mmol of molybdenum trioxide and 80 ml of 1,2,3,4-tetrahydronaphthalene (tetralin) is heated at 135° C. in a Fischer-Porter pressure bottle till the red color of the N-oxyl starting material is no longer visible. Purification of the crude reaction mixture by flash chromatography affords the title compound.

Workup

  1. customPurification of the crude
  2. customreaction mixture by flash chromatography

Sources & evidence

ORD record
ord-3828b960f5ae42418508a2b8ead2afba
Source dataset
uspto-grants-1993_02
Patent number
US05189086

Reaction notes

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