diphenyl-pyridin-3-yl-methanol synthesis

5synthesis methods

Product Name:diphenyl-pyridin-3-yl-methanol
CAS Number:19490-91-6
Molecular formula:C18H15NO
Molecular Weight:261.32

119-61-9 Synthesis

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Yield:-

Reaction Conditions:

Stage #1: 3-Bromopyridinewith n-butyllithium in tetrahydrofuran;hexane at -90; for 0.5 h;
Stage #2: benzophenone in tetrahydrofuran;hexane at -90; for 3.5 h;

Steps:

56

Diphenyl (pyridin-3-yl) methanol (56) A solution of 3-bromopyridine (10 g, 0.063 mol) in dry THF (200 mL) /hexane (50 mL) was cooled to-90 °C. To this cooled solution was added n-BuLi (2.2 M, 32 mL, 0.063 mol) slowly and allowed to stir for 30 min under N2 atmosphere. A solution of benzophenone (11.5 g, 0.063 mol) in dry THF (50 mL) was added to this at the same temperature over a period of 30 min. The reaction mixture was warmed slowly to RT and allowed to stir another 3h at RT. The reaction mixture was cooled, quenched with water (200 mL) and extracted with ethyl acetate (2 x 100 mL). The organic layer was dried, concentrated under vacuum and the crude product was purified by column chromatography on silica gel (30% ethyl acetate in pet. ether) which gave the title compound (3.3 g).

References:

WO2005/65689,2005,A1 Location in patent:Page/Page column 52-53

626-55-1 Synthesis