41463-83-6Relevant articles and documents
Synthesis of some fluorinated acids, ketones and alcohols derived from 3,3,3-trifluoropropionic acid
Xiao, Ling,Kitazume, Tomoya
, p. 99 - 104 (1997)
The stereoselective synthesis of 3-fluoro-2-alkenoic acids was achieved by the reaction of lithium 3,3,3-trifluoropropionate with Grignard reagents. 2,2,2-Trifluoroethyl alkyl ketones were prepared by the reaction of 3,3,3-trifluoropropionic acid chloride with either lithium dialkylcuprates or magnesium dialkylcuprates. Optically active 1,1,1-trifluoro-3-alkanols were obtained by the enzymatic hydrolysis of the corresponding acetates.
Photo-on-Demand Synthesis of Vilsmeier Reagents with Chloroform and Their Applications to One-Pot Organic Syntheses
Liang, Fengying,Eda, Kazuo,Okazoe, Takashi,Wada, Akihiro,Mori, Nobuaki,Konishi, Katsuhiko,Tsuda, Akihiko
, p. 6504 - 6517 (2021/05/06)
The Vilsmeier reagent (VR), first reported a century ago, is a versatile reagent in a variety of organic reactions. It is used extensively in formylation reactions. However, the synthesis of VR generally requires highly toxic and corrosive reagents such as POCl3, SOCl2, or COCl2. In this study, we found that VR is readily obtained from a CHCl3 solution containing N,N-dimethylformamide or N,N-dimethylacetamide upon photo-irradiation under O2 bubbling. The corresponding Vilsmeier reagents were obtained in high yields with the generation of gaseous HCl and CO2 as byproducts to allow their isolations as crystalline solid products amenable to analysis by X-ray crystallography. With the advantage of using CHCl3, which bifunctionally serves as a reactant and a solvent, this photo-on-demand VR synthesis is available for one-pot syntheses of aldehydes, acid chlorides, formates, ketones, esters, and amides.
Method for producing 3, 3, 3 - [...] (by machine translation)
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Paragraph 0055-0056; 0073, (2019/10/19)
PROBLEM TO BE SOLVED: To provide a simple, efficient and inexpensive method capable of manufacturing a 3,3,3-trifluoro propionyl compound useful as a pharmaceutical and agricultural synthetic intermediate in an industrial scale.SOLUTION: There is provided a method of manufacturing a compound represented by the formula [1] by reacting a compound represented by the formula [2] with a polar compound after hydrolysis with using sulfuric acid. In the formula [1], X is Cl, OH, ORor NRR, Ris a Cto Calkyl group, a Cto Chalogenated alkyl group or phenyl group, Rand Rmay be same or different and are each independently a hydrogen, a Cto Calkyl group, a Cto Chalogenated alkyl group or phenyl group and each may together form a ring structure.
Synthesis of Small 3-Fluoro- and 3,3-Difluoropyrrolidines Using Azomethine Ylide Chemistry
McAlpine, Indrawan,Tran-Dubé, Michelle,Wang, Fen,Scales, Stephanie,Matthews, Jean,Collins, Michael R.,Nair, Sajiv K.,Nguyen, Mary,Bian, Jianwei,Alsina, Luis Martinez,Sun, Jianmin,Zhong, Jiaying,Warmus, Joseph S.,O'Neill, Brian T.
, p. 7266 - 7274 (2015/07/28)
Here, we report accessing small 3-fluoropyrrolidines and 3,3-difluoropyrrolidines through a 1,3-dipolar cycloaddition with a simple azomethine ylide and a variety of vinyl fluorides and vinyl difluorides. We demonstrate that vinyl fluorides within α,β-unsaturated, styrenyl and even enol ether systems can participate in the cycloaddition reaction. The vinyl fluorides are relatively easy to synthesize through a variety of methods, making the 3-fluoropyrrolidines very accessible.
