C([O:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][CH2:19][Br:20])=[CH:14][CH:13]=1)C1C=CC=CC=1>CCOC(C)=O.CCO.[Pd]>[Br:20][CH2:19][CH2:18][C:15]1[CH:16]=[CH:17][C:12]([O:11][CH2:10][CH2:9][OH:8])=[CH:13][CH:14]=11-[2-(benzyloxy)ethoxy]-4-(2-bromoethyl)benzene in EtOAc (150 mL) and EtOH (50 mL) was hydrogenated over 10% Pd/C (530 mg) at room temperature and atmospheric pressure for 8 h. The catalyst was removed by filtration over Celite, washed with EtOAc and concentrated in vacuo to give the title compound (3.6 g). LCMS RT=2.82 min.
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