Hydrogen Peroxide → Di-[4-(p-tolyloxycarbonyl)butyryl] Peroxide

HRID 1076170Notes

Reaction equation

HRID 1076170 reaction equation
[OH:1][OH:2].[OH-:3].[Na+].[C:5]1([CH3:20])[CH:10]=[CH:9][C:8]([O:11][C:12]([CH2:14][CH2:15][CH2:16][C:17](Cl)=[O:18])=[O:13])=[CH:7][CH:6]=1.O=O>CCOCC>[C:5]1([CH3:20])[CH:10]=[CH:9][C:8]([O:11][C:12]([CH2:14][CH2:15][CH2:16][C:17]([O:1][O:2][C:17](=[O:18])[CH2:16][CH2:15][CH2:14][C:12]([O:11][C:8]2[CH:7]=[CH:6][C:5]([CH3:20])=[CH:10][CH:9]=2)=[O:3])=[O:18])=[O:13])=[CH:7][CH:6]=1

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 977OxygenHCID 14798Sodium HydroxideHCID 22756218HCID 22756218, compound

Product 1

HCID 22756232Di-[4-(p-tolyloxycarbonyl)butyryl] PeroxideYield 61.2%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a vigorously stirred solution of 1.7 g. (0.025 mole) of 50% hydrogen peroxide and 22.7 g. (0.057 mole) of aqueous 10% sodium hydroxide at 10°-14°C was slowly added a solution of 4-(p-tolyloxycarbonyl)-butyryl chloride in 50 ml. of ether. The resulting reaction mixture was stirred for an additional three hours. After a work-up similar to that in Example I 7.5 g. (theory, 10.0 g.) of liquid was obtained. The assay according to active oxygen content was 81.5% and the corrected yield was 61.2%. After being stored at 0°C for several days the product solidified and had a melting point of 24°-30°C.

Workup

  1. customThe resulting reaction mixture
  2. custom(theory, 10.0 g.) of liquid was obtained
  3. waitAfter being stored at 0°C for several days

Sources & evidence

ORD record
ord-7b19bdc3be9b484baddeb989ca783d3c
Source dataset
uspto-grants-1976_05
Patent number
US03956269

Reaction notes

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