tert-Butyl hydroperoxide → HCID 15170009, compound

HRID 1975580Notes

Reaction equation

HRID 1975580 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-24d7d788de2f4ce98c52e55904549111
Source dataset
uspto-grants-1994_02
Patent number
US05286865

Reaction notes

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