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Synthesis of 5-Methyl-1-phenylpyridin-2-one

IP.com Disclosure Number: IPCOM000255058D
Publication Date: 2018-Aug-28

Publishing Venue

The IP.com Prior Art Database

Abstract

The process for the synthesis of 5-Methyl-1-phenylpyridin-2-one consists of one step using the commercially available 2-hydroxy-5-methylpyridine, iodobenzene as starting materials, K2CO3 as base, copper (I) bromide (CuBr) as catalyst, ethyl 2-oxocyclohexanecarboxylate as ligand and dimethyl sulfoxide (DMSO) as solvent. The reaction is performed at 100oC for 20 to 40 h and crude 5-Methyl-1-phenylpyridin-2-one is obtained in >99 area % purity and 70 to 80 % yield after toluene/water work up, concentration and filtration. The crude 5-Methyl-1-phenylpyridin-2-one is recrystallized from water to provide the final product in 80-88 % recovery. The overall yield of product from the starting material 60 to 70 %.