CH269418A - Process for the preparation of a basic ester. - Google Patents
Process for the preparation of a basic ester.Info
- Publication number
- CH269418A CH269418A CH269418DA CH269418A CH 269418 A CH269418 A CH 269418A CH 269418D A CH269418D A CH 269418DA CH 269418 A CH269418 A CH 269418A
- Authority
- CH
- Switzerland
- Prior art keywords
- ester
- butyl
- methyl
- acetic acid
- preparation
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
- C07D295/084—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/088—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Hydrogenated Pyridines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Verfahren zur Herstellung eines basischen Esters. Gegenstand vorliegenden Patentes ist ein Verfahren zur Herstellung eines basischen Esters. Das Verfahren ist dadurch gekenn zeichnet, dass man einen reaktionsfähigen Ester von Methyl-n-butyl-iso-butyl-essigsäure- (ss-oxy-äthyl)-ester, wie z. B. einen Halogen wasserstoff- oder Ary lsulfonsäure-ester, mit Piperidin umsetzt.
Die erhaltene neue Ver bindung, der Piperidinoäthylester der Me- thyl-n-butyl-iso-btityl-essigsäure, ist eine Base vom Siedepunkt 170 bis 172 unter 11 mm Druck. Sie lässt sich mit anorganischen oder organischen Säuren in Salze überführen. Sie soll therapeutische Verwendung finden.
<I>Beispiel:</I> 24,9 Teile des aus Methyl-n-butyl-iso-butyl- essigsäurechlorid und Äthylenchlorhydrin er haltenen 3lethyl-n-butyl-iso@-butyl-essigsä.ure- (,l-ehlox@-äthy 1)-esters werden in der Wärme mit 7 7 Teilen Piperidin umgesetzt. Das Ge misch wird in verdünnter Salzsäure gelöst und durch Ausschütteln mit Äther von ge ringen Mencen von Neutralteilen befreit.
Aus der sauren, wässrigen Lösung wird hierauf durch Zusatz von konzentriertem Ammoniak der basische Ester abgeschieden. Er wird in Äther aufgenommen, die ätherische Lösung mit Wasser gewaschen und getrocknet. Der nach dem Abdestillieren des Äthers als Rück stand erhaltene Piperidinoäthylester der Me- th5-l-n-butyl-iso-biityl-essigsäure siedet bei 170 bis 172 unter 11 mm Druck.
Process for the preparation of a basic ester. The present patent is a process for the preparation of a basic ester. The method is characterized in that a reactive ester of methyl-n-butyl-iso-butyl-acetic acid (ss-oxy-ethyl) ester, such as. B. a halogen hydrogen or aryl sulfonic acid ester, reacted with piperidine.
The new compound obtained, the piperidinoethyl ester of methyl-n-butyl-isobtityl-acetic acid, is a base with a boiling point of 170 to 172 under 11 mm pressure. It can be converted into salts with inorganic or organic acids. It should find therapeutic use.
<I> Example: </I> 24.9 parts of the 3lethyl-n-butyl-iso@-butyl-essigsä.ure- (, l-ehlox.) Obtained from methyl-n-butyl-iso-butyl acetic acid chloride and ethylene chlorohydrin @ -äthy 1) esters are reacted with 7 7 parts of piperidine in the heat. The mixture is dissolved in dilute hydrochloric acid and freed from neutrals by shaking with ether to remove small amounts of it.
The basic ester is then deposited from the acidic, aqueous solution by adding concentrated ammonia. It is taken up in ether, the ethereal solution washed with water and dried. The piperidinoethyl ester of meth5-l-n-butyl-isobiityl-acetic acid obtained as residue after distilling off the ether boils at 170 to 172 under 11 mm pressure.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH245220T | 1943-08-04 | ||
CH269418T | 1943-08-04 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH269418A true CH269418A (en) | 1950-06-30 |
Family
ID=25729038
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH269418D CH269418A (en) | 1943-08-04 | 1943-08-04 | Process for the preparation of a basic ester. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH269418A (en) |
-
1943
- 1943-08-04 CH CH269418D patent/CH269418A/en unknown
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