CH245220A - Process for the preparation of a basic ester. - Google Patents

Description

  

      process for the production of a basic ester. In the patent no. 240908 a process for the preparation of basic esters by esterification of di-n-butyl acetic acids with piperidino-alkanols be written.



  It has now been found that the same basic esters can be obtained if di-n-butyl acetic acid is converted into its oayalkyl esters and / or. Their reactive derivatives are transferred and these are implemented with piperidine.



  Reactive derivatives of the ogyalkyl esters mentioned are in particular to be understood as meaning esters with aryl sulfonic acids, hydrogen halide acids and the like.



  To prepare the haloalkyl esters of di-n-butyl acetic acid, the procedure is expediently so that one responds to di-n-butyl acetic acid. their halides,

      Esters or their anhydride in the presence or absence of condensing agents, alkylene halohydrins or salts of this acid, alkylene halohydrins or alkylene dihalides to act and any hydrogen groups present in the compounds obtained are replaced by halogen.



  To prepare the arylsulfonic acid ester of di-n-butyl acetic acid-ss-ogy-alkyl ester, z. B. aryl sulfohalides act in the presence of acid-binding agents on the ge-called Ogyalkylester.



  The present patent is a process for the preparation of a basic ester. The process is characterized in that a compound releasing the di-n-butyl-acetogyy-ethyl radical is allowed to act on piperidine. The compound obtained, the di-n-butyl acetic acid, B-piperidino-ethyl ester, is a base with a boiling point of 167-169 under 11 mm pressure.

   It can be converted into salts with organic and inorganic acids and also into quaternary compounds and is intended to be used therapeutically.



       Example: 35 parts of di-n-butyl acetic acid chloride are reacted with 17 parts of ethylene chlorohydrin in the presence of pyridine. When the reaction has ended, the mixture is shaken with ether and water, the ethereal solution is dried and the solvent is distilled off. The residue is fractionated in vacuo and 20 parts of the di-n-butyl acetic acid-ß-chloroethyl ester obtained in this way are reacted with 15 parts of piperidine in the heat. Then the mixture is shaken with ether and water.

   After the ethereal solution has dried, the solvent is distilled off. The resulting di-n-butyl-acetic acid-s-piperidino-ethyl ester boils under 11 mm pressure at 167-169.



  The di-n-butyl acetic acid ss-chloro-ethyl ester can also bezw from di-n-butyl acetic acid. their salts by reacting with. Ethylene dichloride or by reaction with ethylene chlorohydrin to give di-n-butyl acetic acid-ss-ogy-ethyl ester and treatment of the latter with thionyl chloride. Instead of di-n-butyl acetic acid-s-chloro-ethyl ester you can z.

   B. also start from di-n-butyl acetic acid - @ '- (p - toluolsulfogy) - ethyl ester.

 

Claims (1)

PATENT CLAIM Process for the production of a basic ester, characterized in that a compound releasing the di-n-butyl-acetogy-ethyl radical is allowed to act on piperidine. The compound obtained, the di-n-butyl acetic acid - ss - piperidino - ethyl ester, is a base with a boiling point of 167-169 under 11 mm diameter. It can be converted into salts with organic and inorganic acids and also into quaternary compounds and should find therapeutic use. SUBSTANTIAL CLAIM: Process according to patent claim, characterized in that di-n-butyl acetic acid-ss-chloroethyl ester is reacted with piperidine.