3-{4-[(2-Butyl-5-nitro-1-benzofuran-3-yl) carbonyl]phenoxy}propan-1-ol → 3-{4-[(5-Amino-2-butyl-1-benzofuran-3-yl)carbonyl]phenoxy}propan-1-ol
Reaktionsgleichung
[CH2:1]([C:5]1[O:6][C:7]2[CH:26]=[CH:25][C:24]([N+:27]([O-])=O)=[CH:23][C:8]=2[C:9]=1[C:10]([C:12]1[CH:22]=[CH:21][C:15]([O:16][CH2:17][CH2:18][CH2:19][OH:20])=[CH:14][CH:13]=1)=[O:11])[CH2:2][CH2:3][CH3:4]>CO.[Pd]>[NH2:27][C:24]1[CH:25]=[CH:26][C:7]2[O:6][C:5]([CH2:1][CH2:2][CH2:3][CH3:4])=[C:9]([C:10]([C:12]3[CH:13]=[CH:14][C:15]([O:16][CH2:17][CH2:18][CH2:19][OH:20])=[CH:21][CH:22]=3)=[O:11])[C:8]=2[CH:23]=1Komponenten
4
Versuchsvorschrift
180 g (0.453 mol) of 3-{4-[(2-butyl-5-nitro-1-benzofuran-3-yl) carbonyl]phenoxy}propan-1-ol (formula(II)) dissolved in 1800 ml of methanol are loaded in a glass Buchi autoclave. Subsequently 9 g of Pd/C 10% (50% H2O) are added and H2 is loaded at a pressure of 4 bars. The mixture is left under stirring maintaining the temperature below 40° C. Once the consumption of hydrogen is complete, the reaction is left under stirring for approximately one further hour until it reaches 25° C. The catalyst is filtered on a Celite panel and the alcoholic solution containing the product is concentrated to residue. The crude product is crystallised, recovering it with 400 ml of toluene and the product is dried under a vacuum at 40° C. for 6-7 hours. 151 g of the product in the title are obtained.