Benzene, 2-bromo-1-chloro-4-methyl- → 4-(2'-Chloro-5'-methyl-biphenyl-4-ylmethyl)-2-phenyl-morpholine

Participants

Reaction Conditions

Reaction Steps

109 mg of 4-(4-Bromo-benzyl)-2-phenyl-morpholine was combined with 102 mg of bis(pinacolato)diboron, 97 mg of potassium acetate, 11 mg tetrakis(triphenylphosphine)palladium(0), and 1.9 mL DMF. The mixture was heated in a microwave reactor at 120° C. for 7 minutes and cooled. 0.8 mL of 2M aqueous sodium bicarbonate was added along with 101 mg of 3-Bromo-4-chlorotoluene in 0.15 mL DMF. The mixture was heated in the microwave reactor for an additional 5 minutes at 120° C. The reaction was cooled and filtered through Celite, washing with methylene chloride. The eluant was concentrated and purified by flash chromatography twice using an ethyl acetate/hexanes gradient to afford 3.5 mg of product. ES MS (+) m/z 378

Provenance & Evidence