4'-Ethoxy-2'-hydroxyacetophenone → HCID 58764267, compound
Reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10](=O)[CH3:11])=[C:6]([OH:13])[CH:5]=1)[CH3:2]>CO.[Pd]>[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH3:11])=[C:6]([OH:13])[CH:5]=1)[CH3:2]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
1-(4-Ethoxy-2-hydroxy-phenyl)-ethanone was dissolved in MeOH (40 mL), treated with 10 wt % Pd/C (1.4 g, Degussa type) and stirred under a balloon of H2 for 24 hours. The reaction mixture was filtered through a pad of celite washing with EtOAc. The filtrate was concentrated to give the product as an oil (3.12 g, 97%). 1H NMR (400 MHz, CDCl3): δ 1.21 (t, J=7.6 Hz, 3H), 1.39 (t, J=7.1 Hz, 3H), 2.56 (d, J=7.6 Hz, 2H), 3.98 (d, J=7.1 Hz, 2H), 4.79 (s, 1H), 6.37 (d, J=2.5 Hz, 1H), 6.44 (dd, J=8.3, 2.5 Hz, 1H), 7.01 (d, J=8.3 Hz, 1H).