Phosphorus tribromide → 2-Bromo-4-[3-(4-fluorophenoxy)phenyl]-3-butyne

Participants

Reaction Conditions

Reaction Steps

The solution of 4-[3-(4-fluorophenoxy)phenyl]-3-butyn-2-ol in methyl t-butyl ether prepared in step 1 was cooled to 0°-10° C. and PBr3 (7.6 kg) was added slowly to maintain the reaction temperature under 15° C. The reaction mixture was agitated for 2 hours and then was quenched by the addition of chilled distilled water (25 kg). The layers were separated and the organic phase was diltuted with methyl t-butyl ether, washed with distilled water and 5% aqueous NaHCO3, and concentrated in vacuo to give 2-bromo-4-[3-(4-fluorophenoxy)phenyl]-3-butyne.

Provenance & Evidence