(2-(Benzyloxy)biphenyl-3-yl)(phenyl)(3-(pyridin-2-yl)phenyl)methanol → 3-(Phenyl(3-(pyridin-2-yl)phenyl)methyl)biphenyl-2-ol
Reaktionsgleichung
C([O:8][C:9]1[C:14]([C:15]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=3)[CH:18]=2)O)=[CH:13][CH:12]=[CH:11][C:10]=1[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)C1C=CC=CC=1>C(#N)C.[PH2](O)=O>[C:29]1([CH:15]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=3)[CH:18]=2)[C:14]2[CH:13]=[CH:12][CH:11]=[C:10]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)[C:9]=2[OH:8])[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1Komponenten
4
Versuchsvorschrift
A solution of 2(0.95 g, 1.83 mmol) in acetonitrile (24 mL) and 50% aqueous hypophosphorous acid (22 mL) was kept at reflux for 64 hr. The acetonitrile was removed in vacuo, the residue was diluted with ethyl acetate (200 mL) and water (100 mL). Phases were separated. The organic phase was washed with saturated sodium bicarbonate (2×80 mL) and water (2×80 mL) dried over sodium sulfate and filtered. The solvent was removed on a rotary evaporator. The crude product was purified by chromatography on silica (80 g) with 10% ethyl acetate in hexane (3 L) to yield slightly impure A1 (0.28 g, total yield: 52%).