An Efficient Preparation of Alkyl α-Bromomethylacrylates by Dehydrobromination of Alkyl β,β′-Dibromoisobutyrates with Potassium Fluoride

An Efficient Preparation of Alkyl α-Bromomethylacrylates by Dehydrobromination of Alkyl β,β′-Dibromoisobutyrates with Potassium Fluoride
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β,β-二溴异丁酸烷基酯与氟化钾脱溴氢高效制备α-溴甲基丙烯酸烷基酯

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发表时间:
1986
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通讯作者:
W. L. White
W. L. White
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作者:
P. Anzeveno;J. Campbell;W. L. White

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摘要采用无水氟化钾(2.5当量)在乙腈/DMF回流(85:15)条件下,对β,β′-二溴异丁酸的1°和2°烷基酯进行脱氢溴化制备烷基α-溴甲基丙烯酸酯。3°异丁酸盐使丙烯酸酯的产率降低,因为所产生的HF会对酯进行裂解。
Abstract 1° and 2° alkyl esters of β,β′-dibromoisobutyric acid are efficiently dehydrobrominated to alkyl α-bromomethylacrylates by anhydrous potassium fluoride (2.5 equiv) in refluxing acetonitrile/DMF (85:15). 3° isobutyrates give reduced yields of acrylates due to accompanying cleavage of the ester by the HF produced.