Reaktion #456332

Reaktionsgleichung

5,5-diphenyl-4-hydroxy-3-phenylmethoxy-2(5H)-furanone

3,4-dihydroxy-5-methyl-5-phenyl-2(5H)-furanone

→

3,4-dihydroxy-5,5-diphenyl-2(5H)-furanone

Ausbeute 5.6%

Reaktionsbedingungen

Vorschrift

Hydrogenolysis of 5,5-diphenyl-4-hydroxy-3-phenylmethoxy-2(5H)-furanone was performed in a similar manner as described in the preparation of 3,4-dihydroxy-5-methyl-5-phenyl-2(5H)-furanone to provide 150 mg (5.6% overall yield) of 3,4-dihydroxy-5,5-diphenyl-2(5H)-furanone as colorless needles: mp 192-193° C. dec.(CHCl3 /hexanes). 1H NMR (acetone-d6) δ 7.41 (s, 10H). 13C NMR (acetone-d6) δ 168.38, 154.92, 140.44, 128.72, 128.58, 127.43, 119.46, 84.74. Anal Calcd for C16H12O4 +0.25 H2O C, 70.46; H, 4.62. Found: C, 70.42; H, 4.52.

Quelle