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
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
Landscapes
- 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)
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)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2466678A (en) * | 1947-06-26 | 1949-04-12 | Rohm & Haas | Acylated suberates and azelates |
-
1932
- 1932-03-10 CH CH164832D patent/CH164832A/en unknown
Cited By (1)
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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