Societe Nationale Des Poudres Et Explosifs

Patrick Wolf

Jean-Pierre G Senet

Marc D Piteau

Roy A Olofson

Thierry A Malfroot

Patricia P Gauthier

Vu A Dang

The invention relates to a new process for the preparation of carboxylic acid chlorides by phosgenation of the corresponding carboxylic acid in the presence of a catalyst. This process is characterized in that the said catalyst is chosen from the compounds represented by the formulae ##STR1## in which R.sub.1 to R.sub.6, which are identical of different, denote: aliphatic, alicyclic, araliphatic or aromatic radicals, or form, in pairs, with the nitrogen atom to which they are attached or with the N-C-N group, a 5- or 6-membered heterocyclic ring. The process applies to most carboxylic acids. The acid chlorides obtained are known and used to produce radical polymerization initiators or pesticides.

Process for the preparation of acid chlorides by phosgenation of acids,

A process for the preparation of fluoroformates of formula: ##STR1## in which R.sup.1 is a substituted or unsubstituted, saturated or unsaturated aliphatic, cycloaliphatic or polycyclic radical, or substituted or unsubstituted araliphatic radical or an aromatic radical, which consists of reacting a carbonate of formula: ##STR2## in which R.sup.1 has the same meaning as hereinabove and R.sup.2 is hydrogen, alkyl of 1-12 carbon atoms, cycloalkyl of 5-12 carbon atoms, saturated or unsaturated, unsubstituted or substituted by one or more halogen atoms or R.sup.2 is aryl, unsubstituted or substituted by one or more halogen atoms, with an alkali or alkaline earth fluoride, ammonium fluoride or a quaternary ammonium fluoride, of formula FNR.sup.3 R.sup.4 R.sup.5 R.sup.6, wherein R.sup.3, R.sup.4, R.sup.5, R.sup.6 are the same or different and are hydrogen, alkyl or aralkyl of 1-12 carbon atoms or a fluoride which is KHF.sub.2, NH.sub.4 HF.sub.2 or KSO.sub.2 F. The fluoride is activated by a complexing agent for the cation which is a cryptate, a cyclic or linear polyether or by means of a polar aprotic compound. The carbonate is split to give a reaction mixture containing an aldehyde and the fluoroformate which is removed from the reaction mixture.

Process for the preparation of fluoroformates

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Vert le Petit, France

Patrick Wolf