Ethyl 3-(4-fluoro-3,5-dimethylphenyl)-2-methylacrylate → Ethyl 2-(4-fluoro-3,5-dimethylbenzyl)propanoate
Reaction equation
[F:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([CH:9]=[C:10]([CH3:16])[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:4][C:3]=1[CH3:17]>CO.[Pd]>[F:1][C:2]1[C:3]([CH3:17])=[CH:4][C:5]([CH2:9][CH:10]([CH3:16])[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:6][C:7]=1[CH3:8]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
To a solution of Ethyl 3-(4-fluoro-3,5-dimethylphenyl)-2-methylacrylate (0.190 g, 0.855 mmol) in 10 mL of MeOH, was added Pd (10 wt % on activated carbon, 0.038 g). After stirring at room temperature under H2 (1 atm) for 40 h, the reaction mixture was filtered through a pad of Celite and washed with MeOH. The filtrate was concentrated under reduced pressure. The crude product was used directly in the next step without further purification (0.138 g, 88% yield). LC-MS: tR=10.9 min; m/z 239 (M+H)+.