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Methyl 3,3,3-trifluoropyruvate: an improved procedure starting from hexafluoropropene-1,2-oxide; identification of byproducts
Journal of Fluorine Chemistry ( IF 1.7 ) Pub Date : 28 May 2002 , DOI: 10.1016/s0022-1139(02)00007-6
Bohumil Dolenský , Jaroslav Kvı́čala , Jiřı́ Paleček , Oldřich Paleta

Optimized laboratory-scale preparation of methyl 3,3,3-trifluoropyruvate (3, MTFP) has been developed starting from industrial hexafluoropropene-1,2-oxide (1, HFPO) via methyl 2,3,3,3-tetrafluoro-2-methoxypropanoate (2, MTPr), which was transformed to 3 using sulfuric acid with isolated yields up to 81%. Byproducts formed in the transformation of 2 to 3, viz. methyl trifluoroacetate (4, MTAc), methyl 3,3,3-trifluoropyruvate hydrate (5), methyl hemiacetal of trifluoropyruvate (6), a dimer of methyl 3,3,3-trifluoropyruvate hydrate (7, DimMTP), and methyl fluorosulfate (8, Sulf) were identified and their amounts determined under various experimental conditions. Potential reaction pathways leading to the formation of the byproducts are discussed.

中文翻译:

3,3,3-三氟丙酮酸甲酯:从六氟丙烯-1,2-氧化物开始的改进程序;副产品鉴定

从工业六氟丙烯-1,2-氧化物(1,HFPO)经由2,3,3,3-四氟甲基2开始开发了优化的实验室规模的3,3,3-三氟丙酮酸甲酯(3,MTFP)制备方法-用硫酸将甲氧基丙酸酯(2,MTPr)转化为3,分离出的产率高达81%。在23的转化过程中形成了副产物,即。三氟乙酸甲酯(4,MTAc),3,3,3-三氟丙酮酸甲酯水合物(5),三氟丙酮酸甲酯的半缩醛(6),3,3,3-三氟丙酮酸甲酯水合物的二聚物(7,DimMTP)和氟硫酸甲酯(在各种实验条件下鉴定了8(Sulf),并确定了它们的量。讨论了导致副产物形成的潜在反应途径。
更新日期:2017-01-31
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