摘要:
PROBLEM TO BE SOLVED: To provide a method for efficiently producing an organic compound of which halogen atoms are substituted with nucleophilic agent by allowing the halogen compound having the halogen atom that is connected to the carbon atoms forming the σ bond with four atoms in the molecule to react with a nucleophilic agent. SOLUTION: In the presence of a compound represented by general formula (1) (wherein Z - is an anion represented by the form that proton is removed from an inorganic acid or an active hydrogen compound; R is a 1-10C hydrocarbon group or Rs may bond each other to form a ring together with N atom), a compound represented by general formula (2): MQa [wherein M is an alkali metal atom, an alkaline earth metal atom or a rare earth metal atom; Q is a residual group after proton(s) are removed from an inorganic acid or an active hydrogen bearing compound; and a is an integer of 1-3] and an organic halogen compound are allowed to react each other whereby at least one of halogen atom is substituted with Q and a Q-bearing organic compound is obtained. COPYRIGHT: (C)2005,JPO&NCIPI
摘要:
PURPOSE:To readily obtain a compound having difluoromethylene group in high yield and selectivity, by treating a carbonyl compound in an acylalating and fluorinating steps and substituting oxygen atom. of the carbonyl group with 2 fluorine atoms. CONSTITUTION:A carbonyl compound expressed by formula I (R and R' are H, aliphatic, alicyclic, aliphatic-aromatic or aromatic group) (e.g., cyclopentanone except unsubstituted cyclohexanone) is reacted with a perfluoroalkylcarboxylic acid anhydride expressed by formula II (Rf is perfluoroalkyl group) to provide an acylal compound, expressed by formula III and containing perfluoroalkylcarbonyloxy groups (acylalating step). The resultant compound is then reacted with hydrogen fluoride to afford the aimed compound, expressed by formula IV and having difluoromethylene group (e.g., 1,1-difluorocyclopentane) and a perfluoroalkylcarboxylic acid (fluorinating step). Furthermore, the fluorinating step is preferably carried out in the presence of an acid catalyst.