ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

An efficient method for the preparation of benzyl γ-ketohexanoates

Muhammad Iqbal, Imam B. Baloch, and Musa K. Baloch

Department of Chemistry, Gomal University, 29050, Dera Ismail Khan, Pakistan

E-mail: miqbal_44@yahoo.com

Abstract: Twenty acid chlorides, 4-(mono/di-benzyloxy)-4-ketobutanoyl chlorides (Ia–XXa) were synthesised by the reaction of monoesters of succinic acid with thionyl chloride. The product thus obtained (4-benzyloxy-4-ketobutanoyl chlorides) was treated with diethylcadmium to convert it into the corresponding keto-esters (Ib–XXb), the mono/di-benzyl-γ-ketohexanoates, with a good yield. All the compounds thus prepared were characterised by physical, spectroscopic (UV-VIS, IR, ¹H NMR, ¹³C NMR), and mass measurements techniques.

Keywords: γ-ketoesters – mono/disubstituted-benzyl alcohols – diethylcadmium – monoesters of succinic acid

Full paper is available at www.springerlink.com.

DOI: 10.2478/s11696-012-0282-8

Chemical Papers 67 (4) 444–455 (2013)