4-[(1E)-3-(Methyloxy)-3-oxo-1-propen-1-yl]-1-naphthalenecarboxylic acid → 4-[3-(Methyloxy)-3-oxopropyl]-1-naphthalenecarboxylic acid
反応式
[CH3:1][O:2][C:3](=[O:19])/[CH:4]=[CH:5]/[C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]([C:16]([OH:18])=[O:17])=[CH:8][CH:7]=1>[Pd].C(O)C>[CH3:1][O:2][C:3](=[O:19])[CH2:4][CH2:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]([C:16]([OH:18])=[O:17])=[CH:8][CH:7]=1参加物
4
実験手順
4-[(1E)-3-(Methyloxy)-3-oxo-1-propen-1-yl]-1-naphthalenecarboxylic acid (for example as prepared for Intermediate 5) (1.73 g, 5.09 mmol) is hydrogenated over palladium on carbon (10 wt %, 350 mg) in ethanol (50 ml) for 4 h. The catalyst is removed by filtration through Celite, and the mixture hydrogenated again with fresh catalyst (350 mg) overnight. The mixture is filtered through Celite and concentrated to afford the title compound.