Title: Synthesis of 5-chloro-2,3-dihydro-1-oxo-1H-indene-2-carboxylic acid methyl ester
Abstract:5-chloro-2,3-dihydro-1-oxo-1H-indene-2-carboxylic acid methyl ester(Ⅲ) is the key intermediate of pesticide Indoxacarb.An improved method for synthesis of Ⅲ was introduced.3,4'-dichloropropiophenone w...5-chloro-2,3-dihydro-1-oxo-1H-indene-2-carboxylic acid methyl ester(Ⅲ) is the key intermediate of pesticide Indoxacarb.An improved method for synthesis of Ⅲ was introduced.3,4'-dichloropropiophenone was preparated by reation of 3-chloropropionyl chloride with chlorobenzene in the aluminium chloride catalyst.Subsequently,3,4'-dichloropropiophenone reacted with sulfuric acid to form 5-chloro-2,3-dihydro-1H-inden-1-one.The 5-chloro-2,3-dihy dro-1-oxo-1H-indene-2-carboxylic acid methyl ester was obtained finally by reaction of 5-chloro-2,3-dihydro-1H-inden-1-one with dimethyl carbonate and sodium hydride.The target compound could be obtained in 53% yield.The product was confirmed by1HNMR.Removing inert solvent method of Ⅱreduced the reaction kettle volume and equipment cost.We argue that the recrystallization method of Ⅲ is more suitable than column chromatography separation for industrial production.Read More
Publication Year: 2012
Publication Date: 2012-01-01
Language: en
Type: article
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