Butyllithium → HCID 178435654, compound

Participants

Reaction Conditions

Reaction Steps

step 5—To a suspension of 30 (320 mg) in THF (10 mL) at −78° C. was added dropwise a solution of n-BuLi (2.0M in cyclohexane, 1.25 mL). The reaction was stirred at −78° C. for 2 h then quenched with water and extracted with EtOAc. The organic layer was washed with brine, dried (Na2SO4), filtered and concentrated. The crude residue was purified by SiO2 chromatography eluting with an EtOAc/hexane gradient (10 to 50% EtOAc) to afford 45 mg of 3-bromo-6-ethyl-2-hydroxy-pyridine (32) as a white solid.

Provenance & Evidence