Acetyl chloride → 1-(4-Propylphenyl)ethan-1-one

Reaction equation

[Cl-].[Cl-].[Cl-].[Al+3].[C:5](Cl)(=[O:7])[CH3:6].[CH3:9][CH2:10][CH2:11][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1>C(=S)=S>[CH3:9][CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([C:5]([CH3:6])=[O:7])=[CH:14][CH:13]=1

Participants

Procedure

Crushed anhydrous aluminium trichloride (1.28 mole) was suspended in dry carbon disulphide (348 ml). Acetylchloride (1.1 mole) and n-propylbenzene (1.0 mole) was dissolved in dry carbon disulphide (348 ml) and added to the suspension of aluminium trichloride under anhydrous conditions. The mixture was then left to stir overnight. The solvent was distilled from the reaction mixture and the viscous residue poured onto crushed ice and stirred for 0.5 hours. The product was extracted into ether and the extract washed with water and dried (Na2SO4). The ether was removed by distillation and the oily residue distilled. The product had mpt 132° C. at 0.1 mm Hg.