Triphenylphosphine → HCID 68662124, compound

Participants

Reaction Conditions

Reaction Steps

(Step 2) Triphenylphosphine (1.45 g) was suspended in acetonitrile (50 ml), bromine (0.29 ml) was added, and the suspension was stirred at 40° C. for 30 min. A solution (10 ml) of 3-chloro-5-(hydroxymethyl)-N-methylbenzamide (1.1 g) obtained in Step 1 in acetonitrile was added to the reaction mixture, and the mixture was stirred at 90° C. for 5 hr. The reaction solution was quenched with aqueous sodium hydrogen carbonate solution and extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was treated by basic silica gel chromatography (ethyl acetate:hexane=2:3) to give 3-(bromomethyl)-5-chloro-N-methylbenzamide (0.44 g).

Provenance & Evidence