CH269411A - Process for the representation of a basic ether. - Google Patents
Process for the representation of a basic ether.Info
- Publication number
- CH269411A CH269411A CH269411DA CH269411A CH 269411 A CH269411 A CH 269411A CH 269411D A CH269411D A CH 269411DA CH 269411 A CH269411 A CH 269411A
- Authority
- CH
- Switzerland
- Prior art keywords
- ether
- representation
- compound
- basic
- formula
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/06—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton from hydroxy amines by reactions involving the etherification or esterification of hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/02—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C217/04—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C217/06—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one etherified hydroxy group and one amino group bound to the carbon skeleton, which is not further substituted
- C07C217/08—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one etherified hydroxy group and one amino group bound to the carbon skeleton, which is not further substituted the oxygen atom of the etherified hydroxy group being further bound to an acyclic carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung eines basischen Äthers. Gegenstand vorliegenden Patentes ist ein Verfahren zur Darstellung eines basiseben Äthers. Das Verfahren ist dadurch gekenn zeichnet, dass man eine Verbindung der Formel
EMI0001.0003
auf eine Verbindung der Formel
EMI0001.0004
worin Y und F zwei reaktionsfähige, mit Aus nahme eines in einem von ihnen enthaltenen Sauerstoffatoms, sieh bei der Reaktion abspal tende Reste bedeuten, einwirken lässt.
Die erhaltene neue Verbindung, der Iso- butyl - cycloliexyl - carbin - ss -dimethylamino - äthyl-äther, siedet bei 132-139a unter 12 mm Druck. Sie soll therapeutische Verwendung finden.
<I>Beispiel:</I> Zu einer Suspension von 1 Teilen pulveri siertem Natriumamid in 60 Teilen absolutem Benzol werden 17,0 Teile Isobiityl-cyclohexyl- carbinol zugetropft und 1 Stunde bei<B>600</B> ge rührt. Dann werden 10,8 Teile f-Dimethyl- ainino-äthylchlorid zugegeben und das Ganze 5 Stunden unter Rüchfluss und Rühren er hitzt. Nach dem Abkühlen wird mit Wasser versetzt und mit l0a/aiger Salzsäure mehrmals ausgeschüttelt.
Die vereinigten salzsauren Aus züge werden mit Pottasche alkalisch gestellt, die ausgeschiedene Base in Äther aufgenom men, die Ätherlösung mit konzentrierter Pott aschelösung gewaschen, über Natriumsulfat getrocknet und der Äther abgedampft. Der als Rückstand erhaltene Basisehe Äther siedet bei 132-139a unter 12 mm Druck.
Zum gleichen Endprodukt gelangt man auch, wenn man einen reaktionsfähigen Ester dies Isobutyl-.cyelohexyl-carbinols, z. B. ein Halogenid, in Gegenwart säurebindender Mit tel mit f-Dimethy lainino-äthanol zur Umset zung bringt.
Process for the representation of a basic ether. The subject of the present patent is a method for the representation of a basic level ether. The process is characterized in that a compound of the formula
EMI0001.0003
to a compound of the formula
EMI0001.0004
wherein Y and F two reactive, with the exception of one oxygen atom contained in one of them, see mean residues splitting off during the reaction, can act.
The new compound obtained, the isobutyl-cycloliexyl-carbin-ß-dimethylamino-ethyl-ether, boils at 132-139a under 12 mm pressure. It should find therapeutic use.
<I> Example: </I> To a suspension of 1 part of powdered sodium amide in 60 parts of absolute benzene, 17.0 parts of isobiityl-cyclohexylcarbinol are added dropwise and the mixture is stirred at 600 for 1 hour. Then 10.8 parts of f-dimethyl-ainino-ethyl chloride are added and the whole thing is heated under reflux and stirring for 5 hours. After cooling, water is added and the mixture is extracted several times with 10% hydrochloric acid.
The combined hydrochloric acid extracts are made alkaline with potash, the precipitated base is taken up in ether, the ethereal solution is washed with concentrated potash solution, dried over sodium sulfate and the ether is evaporated. The basic ether obtained as residue boils at 132-139a under 12 mm pressure.
The same end product is also obtained if a reactive ester of this isobutyl-.cyelohexyl-carbinols, eg. B. a halide, in the presence of acid-binding agents with f-Dimethy lainino-ethanol to implement.
Claims (1)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH2397799X | 1942-09-23 | ||
CH269411T | 1943-08-11 | ||
GB15558/43A GB585994A (en) | 1943-09-22 | 1943-09-22 | Manufacture of aminoalkyl ethers and of quaternary ammonium compounds formed therefrom |
Publications (1)
Publication Number | Publication Date |
---|---|
CH269411A true CH269411A (en) | 1950-06-30 |
Family
ID=32110439
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH269411D CH269411A (en) | 1942-09-23 | 1943-08-11 | Process for the representation of a basic ether. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH269411A (en) |
-
1943
- 1943-08-11 CH CH269411D patent/CH269411A/en unknown
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