Rate Enhancements in the Acetylation and Benzoylation of Certain Aromatic Compounds with Vilsmeier-Haack Reagents Using Acetamide, Benzamide and Oxychlorides under Non-Conventional Conditions

Marri Venkateswarlu, Kamatala Chinna Rajanna, Mukka Satish Kumar, Utkoor Umesh Kumar, Soma Ramgopal, Pondichery Kuppuswamy Saiprakash

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DOI: 10.4236/ijoc.2011.14034                

Abstract

Acetylation and benzoylation reactions of certain aromatic aldehydes, ketones with Vilsmeier-Haack Re- agents using Acetamide and Oxychloride (SOCl2 or POCl3) under conventional (thermal) and non conven- tional [microwave irradiated (MIR), ultrasonic assisted and solvent free mortar pestle (grinding)] conditions. Reactions afforded good to excellent yields of products with both the VH reagents, reaction times were fairly less in the case of [amide/POCl3] than those of [amide/SOCl2] reagent. Reactions are dramatically acceler- ated in under sonicated and microwave irradiations with a trend: MIR (few seconds) >> Sonication (minutes) > Grinding (min) >> thermal (several hrs).

Keywords

Acetylation, Benzoylation, Vilsmeier-Haack Reagent (VHR), Acetamide, Benzamide, Micro Wave Irradiation, Grinding, Sonication

Conflicts of Interest

The authors declare no conflicts of interest.

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