Production of organic compounds which are low in fluoride

Details Production of organic compounds which are low in fluoride Production of organic compounds which are low in fluoride

C - Chemistry, Metallurgy

07

C

C07C 17/389 (2006.01) C07C 51/47 (2006.01) C07C 51/64 (2006.01) C07C 53/18 (2006.01) C07C 59/21 (2006.01) C07C 67/14 (2006.01) C07C 67/56 (2006.01) C07C 67/58 (2006.01) C07C 201/16 (2006.01)

Patent

CA 2336812

Organic compounds, e.g., fluoro-organic compounds such as fluorocarboxylic acids or carboxylic acid chlorides can contain small quantities of carboxylic acid fluorides, HF or hydrolysable fluoride. Corrosive fluorides or hydrofluoric acid are then formed during derivatization, e.g., esterification. The invention relates to a method for producing especially fluoro-organic compounds such as carboxylic acids, carboxylic acid chlorides and derivatives thereof, e.g., carboxylic acid esters, from carboxylic acid chlorides containing acid fluorides or hydrolysable fluoride as appropriate, and alcohols, using the catalytic effect of "onium" salts of carboxylic acids. The products are low in fluoride. Alternatively, an inorganic-oxidic sorbent is used. The method is particularly suitable for producing esters of trifluoroacetic acid, chlorodifluoroacetic acid and trifluoroacetoacetic acid and difluoroacetoacetic acid.

L'invention concerne des composés organiques, par ex. des composés fluoro-organiques, tels que des acides fluorocarboxyliques ou de chlorures d'acide carboxyliques, pouvant contenir des quantités réduites de fluorures d'acide carboxylique, de l'acide fluorhydrique ou du fluorure hydrolysable. Lors de la dérivatisation, par ex. l'estérification, il se forme des fluorures ou de l'acide fluorhydrique, corrosifs. L'invention concerne un procédé permettant de préparer des composés notamment fluoro-organiques, tels que des acides carboxyliques, des chlorures d'acide carboxylique et leurs dérivés, par ex. des esters d'acide carboxylique issus de chlorures d'acide carboxylique contenant en conséquence des fluorures d'acide ou du fluorure hydrolysable, et d'alcools, sous l'effet catalytique de sels "onium" d'acides carboxyliques. Selon ce procédé, les produits obtenus sont à faible teneur en fluorure. Selon une autre variante, on utilise un sorbant inorgano-oxydique. Ce procédé convient particulièrement bien à la préparation d'esters d'acide trifluoro-acétique, d'acide chlorodifluoro-acétique et d'acide trifluoro-acétique, ainsi que d'acide difluoro-acétique.

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