CH164832A - Process for the production of n-pimelic acid. - Google Patents

Process for the production of n-pimelic acid.

Info

Publication number
CH164832A
CH164832A CH164832DA CH164832A CH 164832 A CH164832 A CH 164832A CH 164832D A CH164832D A CH 164832DA CH 164832 A CH164832 A CH 164832A
Authority
CH
Switzerland
Prior art keywords
pimelic acid
production
acid
cyclohexanone
pimelic
Prior art date
Application number
Other languages
German (de)
Inventor
Ernest Dr Meyer Robert
Original Assignee
Ernest Dr Meyer Robert
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ernest Dr Meyer Robert filed Critical Ernest Dr Meyer Robert
Publication of CH164832A publication Critical patent/CH164832A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/08—Preparation of carboxylic acids or their salts, halides or anhydrides from nitriles

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Herstellung von     n-Pimelinsäure.            2-Chlor-cyolohexanon    (1) geht durch Ein  wirkung     voti        Cyaniden,    eventuell in einem       ;

  eeigneten    Lösungsmittel, in der Kälte oder  in der Wärme, in     2-Cyan--eyclohexanon    (1)  über, am besten unter Anwendung von zirka  2     Mol        Alkalicyanid    auf 1     Mol        Chlorcyclo-          hexanon.    Durch Einwirkung von Lauge  wird .der     Kohlenstoffring    dieses     Cyancyclo-          hexanons    leicht     zwischen        Cl    und     C_.    auf  gespalten, wodurch man das entsprechende  Salz der 6.

       Cyan-capronsäure    oder .des     Pi-          inelinsäure-mononitrils    erhält. Durch     Ver-          seif        ung    entsteht daraus     Pimelinsäure.       <I>Beispiel:

  </I>  Zu 26,5     gr        Chlorcyclohexanon    in 60 cm'  Alkohol trägt man rasch unter Rühren 30     gr     feingepulvertes     haliumeyanid    ein und rührt    unter schwachem Erwärmen eine     Stunde.     Nach dem Entfernen des     Alkohols    mit  Dampf gibt man die nötige Menge 20     %        iger     Natronlauge zu und kocht so lange, bis kein  Ammoniak mehr entweicht.

   Durch Fällen  mit     Mineralsäure    erhält man, in einer Aus  beute von 26     gr,    die     Pimelinsäure,    die nach  einmaligem     Umkristallisieren    aus Wasser  den richtigen Schmelzpunkt von 104 bis  105   zeigt.



  Process for the production of n-pimelic acid. 2-chloro-cyolohexanone (1) goes through the action of cyanides, possibly in one;

  In a suitable solvent, in the cold or in the heat, in 2-cyano-cyclohexanone (1), preferably using about 2 mol of alkali metal cyanide to 1 mol of chlorocyclohexanone. The carbon ring of this cyanocyclohexanone easily becomes between Cl and C_. split, whereby the corresponding salt of the 6.

       Cyanocaproic acid or .des pinelic acid mononitrile is obtained. Pimelic acid is produced from this through saponification. <I> example:

  </I> To 26.5 g of chlorocyclohexanone in 60 cm of alcohol, 30 g of finely powdered haliumeyanide are quickly added with stirring and stirred for one hour with gentle heating. After removing the alcohol with steam, add the required amount of 20% sodium hydroxide solution and boil until ammonia no longer escapes.

   By precipitating with mineral acid, pimelic acid is obtained, in a yield of 26 gr.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von n-Pimelin- sä.ure, dadurch gekennzeichnet, dass man auf 2-Chlor-cyclohexanon (1) ein Cyanid einwir ken lässt und das gebildete 2-Cyan-cyclo- hexanon (1) mit einer Lauge behandelt. PATENT CLAIM: Process for the production of n-pimelic acid, characterized in that a cyanide is allowed to act on 2-chloro-cyclohexanone (1) and the 2-cyano-cyclohexanone (1) formed is treated with an alkali .
CH164832D 1932-03-10 1932-03-10 Process for the production of n-pimelic acid. CH164832A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH164832T 1932-03-10

Publications (1)

Publication Number Publication Date
CH164832A true CH164832A (en) 1933-10-31

Family

ID=4417774

Family Applications (1)

Application Number Title Priority Date Filing Date
CH164832D CH164832A (en) 1932-03-10 1932-03-10 Process for the production of n-pimelic acid.

Country Status (1)

Country Link
CH (1) CH164832A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2466678A (en) * 1947-06-26 1949-04-12 Rohm & Haas Acylated suberates and azelates

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2466678A (en) * 1947-06-26 1949-04-12 Rohm & Haas Acylated suberates and azelates

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