Preparation of fluorocyclopropanes by reductive dechlorination of chlorofluorocyclopropanes

Treatment of Cl2CF2 with a base in the presence of an olefin gave chlorofluorocyclopropanes (I), which were distd. in a spinning band column and taken up in tetrahydrofuran (THF). This soln. was added dropwise to a stoichiometric amt. of Na in liquid NH3 and the fluorocyclopropane was isolated from the dried residue. A 65% yield of 1,1,2,2-tetramethyl-3-fluorocyclopropane was obtained in this manner together with a 45% yield of the corresponding chlorofluorocyclopropane. Li in 1:3 tert-BuOH-THF or Na in MeOH also reduced chlorofluorocyclopropanes, but halogen-free cyclopropanes were formed as by-products. [on SciFinder (R)]


Published in:
Angewandte Chemie, International Edition, 6, 7, 629
Year:
1967
Keywords:
Note:
CAN 67:108277 24 Alicyclic Compounds Univ. Heidelberg,Heidelberg,Fed. Rep. Ger. Journal 0570-0833 written in English. 1727-63-5; 2267-63-2; 16622-61-0; 16665-82-0 Role: RCT (Reactant), RACT (Reactant or reagent) (dechlorination of); 17370-48-8P; 17370-49-9P; 17370-50-2P; 17370-51-3P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of)
Laboratories:




 Record created 2006-03-03, last modified 2018-01-27


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