(2-(Benzyloxy)-3-tert-butylphenyl)(phenyl)(3-(pyridin-2-yl)phenyl)methanol → 2-tert-Butyl-6-(phenyl(3-(pyridin-2-yl)phenyl)methyl)phenol

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Reaction Steps

A solution of 6 (1.12 g, 2.24 mmol) in acetonitrile (15 mL) and 50% aqueous hypophosphorous acid (10 mL) was kept at reflux for 3 hr. The acetonitrile was removed in vacuo, the residue was diluted with water (80 mL) and extracted with ethyl acetate (150 mL). The organic phase was washed with water (100 mL), saturated sodium bicarbonate (100 mL) and water (2×100 mL), dried over sodium sulfate and filtered. The solvent was removed on a rotary evaporator. The crude product was purified by chromatography on silica (50 g) with 2% ethyl acetate in heptane (2 L) and 4% (3 L) to yield pure A3 (0.17 g).

Provenance & Evidence