4-Acetyl-2-methoxyphenyl trifluoromethanesulfonate → HCID 21956529, compound

Participants

Reaction Steps

A solution of 4-acetyl-2-methoxyphenyl trifluoromethanesulfonate (5.8 g, 19.5 mmol) in THF (100 mL) was degassed by bubbling argon through the solution for 15 min, then treated with 2-pyridylzinc bromide (39 mL of 0.5M in THF, 19.5 mmol) and Pd(PPh3)4 (1.1 g, 0.97 mmol). The resulting reaction mixture was degassed again and heated to reflux for 12 h under an atmosphere of argon. The reaction mixture was cooled to rt, concentrated and purified by flash column chromatography on silica gel eluting with EtOAc:hexanes (1:9 to 2:3) to afford 1-(3-methoxy-4-pyridin-2-ylphenyl)ethanone.

Provenance & Evidence