Benzyl Alcohol → 6-Benzyloxy-3-fluoro-2-methoxy-pyridine

Participants

Reaction Steps

step 2—To a solution of benzyl alcohol (1.12 g, 10.3 mmol) in THF was added NaH (0.413 g, 10.3 mmol, 60% mineral oil dispersion) and stirred for 30 min. To this solution was added 140 (1.5 g, 10.3 mmol) and the resulting solution was irradiated in the microwave synthesizer at 100° C. for 1 h. The reaction was cooled, diluted with H2O, extracted with EtOAc (2×50 mL). The combined extracts were washed with brine, dried (Na2SO4), filtered and concentrated. The crude product was purified by SiO2 chromatography to afford 1 g (41%) of 6-benzyloxy-3-fluoro-2-methoxy-pyridine (142).

Provenance & Evidence