Hydrogen Bromide → (6-Bromopyridin-3-yl)(4-fluorophenyl)methanone

Participants

Reaction Steps

2.35 g 6-chloro-3-(4-fluorobenzoyl)-pyridine (see Ex. 5) and 50 ml 47% aqueous HBr are refluxed for 1 hr. After this time a control by gas chromatography reveals no starting chloro-derivative is present. The reaction liquid is added to water, and a yellow solid is formed. The mixture is basified with concentrated NaOH, and the crystalline solid is filtered and recrystallised from methanol:water. Yield: 0.9 g title product, as white crystals, m.p. 97°-8° C.; UV (water): λmax. 278 nm, ε: 16,600; Br 28.34 (28.53); F 7.11 (6.78).

Provenance & Evidence