tert-Butyl hydroperoxide → HCID 22351550, compound

HRID 978645Notes

Reaction equation

HRID 978645 reaction equation
[CH3:1][C:2]1([CH3:18])[CH2:7][CH:6]([N:8]2[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][C:9]2=[O:15])[CH2:5][C:4]([CH3:17])([CH3:16])[NH:3]1.C([O:23]O)(C)(C)C>[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].[Mo]>[OH:23][N:3]1[C:4]([CH3:17])([CH3:16])[CH2:5][CH:6]([N:8]2[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][C:9]2=[O:15])[CH2:7][C:2]1([CH3:18])[CH3:1]

Participants

4

Reactant 2

HCID 6410tert-Butyl hydroperoxideHCID 185514351-(2,2,6,6-Tetramethylpiperidin-4-yl)azepan-2-one

Product 1

HCID 22351550HCID 22351550, compound

Reagents, catalysts & solvents 1

HCID 98885Molybdenum carbonyl (Mo(CO)6)Catalyst

Procedure

A sample of 25.2 g (0.1 mole) of N-(2,2,6,6-tetramethylpiperidine-4-yl)-ε-caprolactam is refluxed for 2 hours with 50 ml of 4M tert-butylhydroperoxide in the presence of 0.2 g of molybdenum hexacarbonyl, Mo(CO)6 as described in Example 1, to provide 26.6 g of red solid (99% crude yield). Crystallization from hexane gives orange crystals, m.p. 152°-159° C.

Sources & evidence

ORD record
ord-0d3e31535cd64472900c80bb4a8c6654
Source dataset
uspto-grants-1987_05
Patent number
US04665185

Reaction notes

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