Hydrogen Peroxide → Ibuprofen, (+-)-

HRID 1077075Notes

Reaction equation

HRID 1077075 reaction equation
[CH3:1][CH:2]([C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH:15]([CH3:17])[CH3:16])=[CH:10][CH:9]=1)[C:3](=[O:7])C(O)=O.[OH-:18].[Na+].OO>>[CH2:14]([C:11]1[CH:12]=[CH:13][C:8]([CH:2]([CH3:1])[C:3]([OH:7])=[O:18])=[CH:9][CH:10]=1)[CH:15]([CH3:17])[CH3:16]

Participants

4

Reactant 3

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 12225940HCID 12225940, compound

Product 1

HCID 3672Ibuprofen, (+-)-Yield 78%

Procedure

The procedure of Example 5(ii) was repeated using 7.1 g. of 3-methyl-3-(4-isobutylphenyl)-pyruvic acid obtained in Example 7(i), 50 ml of aqueous 8% sodium hydroxide and 4.5 ml of 30% aqueous hydrogen peroxide. 4.9 g. of 2-(4-isobutylphenyl)-propionic acid was afforded. mp. 75.0°-76.5°C. Yield 78% (based on the theoretical).

Sources & evidence

ORD record
ord-68f93ef5c656435b9c564cb0575e153f
Source dataset
uspto-grants-1976_05
Patent number
US03959349

Reaction notes

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