3-(4-(benzyloxy)phenyl)-4-(pyridin-4-yl)furan-2(5H)-one → 3-(4-hydroxyphenyl)-4-(pyridin-4-yl)furan-2(5H)-one
Reaktionsgleichung
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[C:16](=[O:26])[O:17][CH2:18][C:19]=2[C:20]2[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=2)=[CH:11][CH:10]=1)C1C=CC=CC=1>Br.CC(O)=O>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2[C:16](=[O:26])[O:17][CH2:18][C:19]=2[C:20]2[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=2)=[CH:13][CH:14]=1Komponenten
3
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A mixture of 3-(4-(benzyloxy)phenyl)-4-(pyridin-4-yl)furan-2(5H)-one (1.0 g, 0.002 mol) in 33% HBr/AcOH (50 mL) was refluxed for 3 h. The reaction mixture was quenched with a saturated NaHCO3 solution and extracted with EtOAc (2×50 mL). The combined organic layers were washed with water, dried over Na2SO4, filtered, and concentrated in vacuo to afford 3-(4-hydroxyphenyl)-4-(pyridin-4-yl)furan-2(5H)-one (0.7 g, 95%).