m-Chloroperbenzoic acid → 3-isobutyl-N4-hydroxy-N1-isopropyl-3,5,5-trimethyl-2-piperazinone

HRID 358326Notes

Reaction equation

HRID 358326 reaction equation
[OH].[H][H].ClC1C=CC=C(C(OO)=[O:12])C=1.[CH:15]([N:18]1[CH2:23][C:22]([CH3:25])([CH3:24])[NH:21][C:20]([CH3:30])([CH2:26][CH:27]([CH3:29])[CH3:28])[C:19]1=[O:31])([CH3:17])[CH3:16]>>[CH2:26]([C:20]1([CH3:30])[N:21]([OH:12])[C:22]([CH3:24])([CH3:25])[CH2:23][N:18]([CH:15]([CH3:17])[CH3:16])[C:19]1=[O:31])[CH:27]([CH3:29])[CH3:28]

Participants

5

Reactant 4

HCID 70297m-Chloroperbenzoic acid2×HCID 157350HydroxylHCID 131312163,5,5-Trimethyl-3-(2-methylpropyl)-1-(propan-2-yl)piperazin-2-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 131312203-isobutyl-N4-hydroxy-N1-isopropyl-3,5,5-trimethyl-2-piperazinone

Procedure

A hydroxyl radical may be substituted for hydrogen on the N4 atom of the diaza ring in a manner similar to that described immediately hereinabove, except that only one equivalent of m-chloroperbenzoic acid is used. Thus starting with 1 equiv of N1 -isopropyl-3,5,5,-trimethyl-3-isobutyl-2-piperazinone and 2 equivs of m-chloroperbenzoic acid, we obtain 3-isobutyl-N4 -hydroxy-N1 -isopropyl-3,5,5-trimethyl-2-piperazinone.

Sources & evidence

ORD record
ord-44cc1af24cb64414ad3721346698e83e
Source dataset
uspto-grants-1984_08
Patent number
US04466916

Reaction notes

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