[N+:1]([C:4]1[CH:24]=[CH:23][C:7]([O:8][CH2:9][CH2:10][O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[CH:18]([CH3:22])[C:19]([OH:21])=[O:20])=[CH:6][CH:5]=1)([O-])=O.[H][H]>[Pd].O1CCCC1>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([O:8][CH2:9][CH2:10][O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[CH:18]([CH3:22])[C:19]([OH:21])=[O:20])=[CH:23][CH:24]=18.4 g (0.025 M) of 2-[2-(4-nitrophenoxy)ethoxy]phenylpropanoic acid and 0.9 g of wet 10% palladium-on-charcoal are added to 60 ml of tetrahydrofuran in a 500 ml reactor. The reaction medium is then stirred vigorously for 3 hours under ambient pressure of hydrogen: exothermicity is observed and the temperature of the reaction medium rises to 40° C.
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