3-Benzyloxy-5-isobutylbenzoic acid methyl ester → 3-Hydroxy-5-isobutylbenzoic acid methyl ester
반응식
[CH3:1][O:2][C:3](=[O:22])[C:4]1[CH:9]=[C:8]([CH2:10][CH:11]([CH3:13])[CH3:12])[CH:7]=[C:6]([O:14]CC2C=CC=CC=2)[CH:5]=1>C(O)C.[OH-].[Pd+2].[OH-]>[CH3:1][O:2][C:3](=[O:22])[C:4]1[CH:9]=[C:8]([CH2:10][CH:11]([CH3:13])[CH3:12])[CH:7]=[C:6]([OH:14])[CH:5]=1참가 물질
4
실험 절차
To a solution of 3-benzyloxy-5-isobutylbenzoic acid methyl ester (388 mg, 1.30 mmol) in ethanol (20 mL) was added palladium hydroxide (80 mg, 20 wt % on carbon). After shaking on Parr hydrogenation apparatus for 3 h at 45 psi, the catalyst was filtered through a pad of Celite and the solvent evaporated to afford 271 mg (100%) of 3-hydroxy-5-isobutylbenzoic acid methyl ester. 1H NMR (300 MHz. DMSO-d6) δ 0.850 (d, 6H, J=6 Hz), 1.77-1.84 (m, 1H), 2.42 (d, 2H, J=7 Hz). 3.81 (s, 3H), 6.81-6.82 (m, 1H), 7.17-7.19 (m, 2H), 9.70 (s, 1H).