tert-Butyl hydroperoxide → HCID 15170009, compound

HRID 1708640Notes

Reaction equation

HRID 1708640 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-ca6dcf08cb994cfcacf98a93195513dc
Source dataset
uspto-grants-1994_10
Patent number
US05359069

Reaction notes

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