2-Dimethylamino-2-(p-isobutylphenyl)propionic acid-2,2,2-trifluoroethyl ester → Ibuprofen trifluoroethyl ester
Reaction equation
[F:1][C:2]([F:23])([F:22])[CH2:3][O:4][C:5](=[O:21])[C:6](N(C)C)([C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH:15]([CH3:17])[CH3:16])=[CH:10][CH:9]=1)[CH3:7]>CO.[C].[Pd]>[F:1][C:2]([F:22])([F:23])[CH2:3][O:4][C:5](=[O:21])[CH:6]([C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH:15]([CH3:16])[CH3:17])=[CH:10][CH:9]=1)[CH3:7]Participants
4
Procedure
To a mixture of 0.80 g of 2-dimethylamino-2-(p-isobutylphenyl)propionic acid-2,2,2-trifluoroethyl ester in 20 ml of methanol was added 0.22 g of palladium-carbon(10%). Hydrogenation was carried out at 50°-60° C. for 5 hours. After the reaction was complete, the catalyst was removed by filtration and the filtrate produced was freed of solvent by distillation to give an oily product. This product was distilled in vacuo to give 0.55 g of 2-(p-isobutylphenyl)propionic acid-2,2,2-trifluoroethyl ester as a colorless oil. Mass spectrum: parent ion 288 m/e.