Methane → ({3-Bromo-5-cyano-2-[(trifluoroacetyl)amino]phenyl}methyl)(triphenyl)phosphonium bromide

Participants

Reaction Steps

({5-Cyano-2-[(trifluoroacetyl)amino]phenyl}methyl)(triphenyl)phosphonium bromide (Intermediate 7, 32 g) was dissolved in DMF (150 mL) and decolorising charcoal (32 g) was added. The reaction mixture was stirred at room temperature for 2 hrs. The reaction mixture was then filtered washing with DMF (100 mL). N-Bromosuccinimide (34.9 g) was then added to the filtrate and the reaction mixture was then stirred at room temperature overnight. The reaction mixture was quenched with a saturated solution of sodium metabisulfite (500 mL) and stirred at room temperature for 30 min. The reaction mixture was then extracted with ethyl acetate (2×400 mL) and the organic extracts where combined, dried (MgSO4), filtered and the solvent was removed to give ({3-bromo-5-cyano-2-[(trifluoroacetyl)amino]phenyl}methyl)(triphenyl)phosphonium bromide as a crude product which was then used in the next reaction without further purification (37.2 g);

Provenance & Evidence