Phenylacetone → 2-(6-Bromo-pyridin-2-yl)-1-phenyl-propan-2-ol

Participants

Reaction Steps

According to Example 2, the Grignard reagent 1d (freshly prepared via bromine-magnesium exchange[6] from 2,5-dibromopyridine (391 mg, 1.65 mmol; 1.10 equiv) and i-PrMgCl.LiCl (1.00 M in THF; 1.62 mL, 1.62 mmol, 1.08 equiv) at −10° C.) was reacted with 1-phenyl-propan-2-one (201 mg; 1.50 mmol) in the presence of LaCl3.2LiCl (0.33 M; 4.55 mL, 1.50 mmol, 1.00 equiv). The crude product was purified by flash column chromatography (silica; pentane:Et2O, 9:1, 0.2 vol-% NEt3) to give the desired product as colorless oil (355 mg, 81%).

Provenance & Evidence