Sodium Hydroxide → 2-acetamido-3-[4-(trifluoromethyl)phenyl]propanoic Acid
Reaktionsgleichung
[C:1]([NH:4][C:5]([CH2:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][CH:18]=1)(C(OCC)=O)[C:6]([O:8]CC)=[O:7])(=[O:3])[CH3:2].[OH-].[Na+]>CC(C)=O>[C:1]([NH:4][CH:5]([CH2:16][C:17]1[CH:18]=[CH:19][C:20]([C:23]([F:24])([F:25])[F:26])=[CH:21][CH:22]=1)[C:6]([OH:8])=[O:7])(=[O:3])[CH3:2]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a solution of diethyl 2-acetamido-2-(4-(trifluoromethyl)benzyl)malonate (LXII) (theoretical 0.125 mole) in acetone (400 mL) was added aq. 2 M NaOH (400 mL). The mixture was refluxed overnight before the solvent was removed under reduced pressure. The residue was taken up in water, washed with hexane (3×), acidified to pH=1 and filtered to produce 2-acetamido-3-(4-(trifluoromethyl)phenyl)propanoic acid (LXIII) as a white solid (25.8 g, 93.7 mmol, 75% yield after two steps).