- Reactions of aliphatic fluoro-alcohols with CHClF2 at atmospheric pressure
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The reactions of aliphatic fluoro-alcohols with chlorodifluoromethane (CHClF2) at atmospheric pressure were examined. In the reaction of CF3CF2CH2OH, the difluoromethylated ether was obtained in moderate yield by using ethers such as 1,4-dioxane, diglyme and THF, or their mixtures with water as a reaction solvent. While acetal and orthoformate were also produced, the selectivity of the difluoromethylated ether could be improved by adding water to the reaction. The effect of water could be explained by the reaction mechanism.
- Mizukado, Junji,Matsukawa, Yasuhisa,Quan, Heng-Dao,Tamura, Masanori,Sekiya, Akira
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p. 400 - 404
(2007/10/03)
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- A SIMPLE CONVENIENT METHOD FOR PREPARATION OF DIFLUOROMETHYL ETHERS USING FLUOROSULFONYLDIFLUOROACETIC ACID AS A DIFLUOROCARBENE PRECURSOR
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In the presence of catalytic amounts of sodium sulfate or cuprous iodide, a variety of alkyl and aryl difluoromethyl ethers were synthesized in moderate yields by the reaction of the corresponding alcohols and phenols with fluorosulfonyldifluoroacetic acid (1) in acetonitrile under mild conditions.Fluorosulfonyldifluoroacetate anion (5) is believed to readily eliminate SO2, CO2 and F(1-), thus liberating CF2:; insertion of difluorocarbene into O-H bonds and its capture by fluorode ion then result in the formation of ethers and by-product CF3H, respectively.
- Chen, Qing-Yun,Wu, Sheng-Wen
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p. 433 - 440
(2007/10/02)
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