Collect. Czech. Chem. Commun. 1992, 57, 1085-1091

Synthesis of 1-[4-(3-Chloropropanoyl)phenyl]-2-phenylethanedione

Ivan Lukáča and Gour K. Das Mohapatrab

a Polymer Institute, Slovak Academy of Sciences, 842 36 Bratislava, Czechoslovakia
b Department of Chemistry, Jadavpur University, Calcutta - 700 032, India


1-[4-(3-Chloropropanoyl)phenyl]-2-phenylethanedione (I) was prepared by Friedel-Crafts acylation of (3-chloropropyl)benzene with phenylacetyl chloride, oxidation with SeO2 of the resulting 1-[4-(3-chloropropyl)phenyl]-2-phenyl-1-ethanone (IV) to 1-[4-(3-chloropropyl)phenyl]-2-phenylethanedione (V), and subsequent transformation of its benzyl CH2 group to carbonyl, via bromo (VI), acetoxy (VII) and hydroxy (VIII) derivatives.