1-Phenyl-1-propanone → 1,2-Diphenylpropan-1-one

Participants

Reaction Conditions

Reaction Steps

Reaction using 0.005 mol % catalyst: Pd(OAc)2 (0.5 mg, 0.0023 mmol), tri-t-butylphosphine (0.4 mg, 0.0020 mmol) and NaOtBu (5.80 g, 60.3 mmol) were suspended in 5 mL of THF in a screw-capped test tube. Bromobenzene (6.28 g, 40.0 mmol) and propiophenone (5.90 g, 44.0 mmol) were added to the reaction mixture in the drybox. The reaction tube was sealed with a cap and the mixture was stirred for 24 h at 60° C. The reaction was diluted with ether and washed with water and brine. The organic layer was dried over Na2SO4, filtered and concentrated in vacuo. The residue was chromatographed on silica gel (hexane/EtOAc=95/5) to give 8.2 g (98%) of 1,2-Diphenyl-1-propanone.

Provenance & Evidence