CH239754A - Process for the preparation of a, y-dioxy-B, B-dimethyl-butyric acid- (3'-oxypropyl) -amide. - Google Patents

Process for the preparation of a, y-dioxy-B, B-dimethyl-butyric acid- (3'-oxypropyl) -amide.

Info

Publication number
CH239754A
CH239754A CH239754DA CH239754A CH 239754 A CH239754 A CH 239754A CH 239754D A CH239754D A CH 239754DA CH 239754 A CH239754 A CH 239754A
Authority
CH
Switzerland
Prior art keywords
dimethyl
oxypropyl
amide
dioxy
butyric acid
Prior art date
Application number
Other languages
German (de)
Inventor
F Hoffmann- Aktiengesellschaft
Original Assignee
Hoffmann La Roche
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 Hoffmann La Roche filed Critical Hoffmann La Roche
Publication of CH239754A publication Critical patent/CH239754A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms

Description

  

  Verfahren zur Darstellung von     a,r-Dioxy-f,p-dimethyl-buttersäure-(3'-oxypropyl)-amid.       Nach dem Beispiel des Patentes Nr. 227706  wird     d(-f-)-a,y-Dioxy-ss,ss-dimethyl-butter-          säure-(3'-oxypropyl)-amid    durch Umsetzung  von d(     )-a-Oxy-ss,ss-dimethyl-y-butyrolacton     mit     3-Oxy-propylamin    in einem Lösungsmit  tel gewonnen.

   Es wurde nun gefunden, dass  man bei der Umsetzung eines der     isomeren          a-Oxy-ss,ss-dimethyl-y-butyrolaetone    mit     3-          Oxy-propylamin    die     isomeren    Formen von       a,y-        Diaxy-ss:ss-dimethyl    -     buttersäure-(3'        -oxy-          propyl)-amid    auch erhalten kann, wenn in       Abwesenheit    von Lösungsmitteln     gearbeitet     wird.  



       Beispiel   <I>1:</I>  Man vermischt 130 Gewichtsteile     d(-)-a-          Oxy-ss,ss-dimethyl-y-butyrolacton    mit 75     Ge-          w        ichtsteilen    3 -     Oxy    -     propylamin,    erwärmt  kurze Zeit auf 50 , schüttelt bis zur homo  genen     Durchmischung    und     lässt    24 Stunden  stehen.

   Das farblose, zähflüssige, leicht  wasserlösliche     d(+),a,y-Dioxy-,ss,ss-dimethyl-          buttersäure-(3'-oxypropyl)-amid    zeigt für       C=3    in Wasser eine spezifische Drehung  von     a ,      =     -S-    29,7 .         Beispiel   <I>2:</I>  Durch leichtes Erwärmen bringt man     eine     Mischung von<B>130</B> Gewichtsteilen     a-Oxy-ss,ss-          dime,hyl-y-butyrolacton    und 75 Gewichts  teilen     3-Oxy-propylamin    zum Schmelzen und  lässt zirka 24 Stunden stehen.

   Die Umsetzung  zum     a,y-Dioxy-ss,ss-dimethyl-buttersäure-(3'-          oxypropyl)-amid    verläuft mit quantitativer  Ausbeute. Es ist ein farbloses, dickflüssiges,  leicht     waeserlösdiches         Ö1    vom     Siedepunkt     118-120      unter    0,02 mm.



  Process for the preparation of a, r-dioxy-f, p-dimethyl-butyric acid- (3'-oxypropyl) -amide. According to the example of patent no. 227706, d (-f -) - a, y-dioxy-ss, ss-dimethyl-butyric acid- (3'-oxypropyl) -amide by reaction of d () -a-oxy -ss, ss-dimethyl-y-butyrolactone obtained with 3-oxy-propylamine in a solvent.

   It has now been found that when one of the isomeric a-oxy-ss, ss-dimethyl-y-butyrolaetones is reacted with 3-oxy-propylamine, the isomeric forms of a, y-diaxy-ss: ss-dimethyl-butyric acid- (3 '-oxypropyl) -amide can also be obtained when working in the absence of solvents.



       Example <I> 1: </I> 130 parts by weight of d (-) - a-oxy-ss, ss-dimethyl-y-butyrolactone are mixed with 75 parts by weight of 3-oxy-propylamine, heated for a short time to 50, Shake until homogeneous and leave to stand for 24 hours.

   The colorless, viscous, easily water-soluble d (+), a, y-dioxy-, ss, ss-dimethylbutyric acid (3'-oxypropyl) amide shows a specific rotation of a, = - for C = 3 in water S- 29.7. Example <I> 2: </I> A mixture of <B> 130 </B> parts by weight of a-oxy-ss, ss- dime, hyl-y-butyrolactone and 75 parts by weight of 3-oxy- propylamine to melt and leave to stand for about 24 hours.

   The conversion to a, y-dioxy-ss, ss-dimethyl-butyric acid- (3'-oxypropyl) -amide proceeds with quantitative yield. It is a colorless, viscous, easily water-soluble oil with a boiling point of 118-120 below 0.02 mm.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung der isomeren Formen von a,y-Dioxy-ss,ss-dimethyl-butter- säure-(3'-oxypropyl)-amid, indem man eines der isomeren a-Oxy-ss,ss-dimethyl-y-butyrolac- tone mit 3-Oxy-propylamin umsetzt, dadurch gekennzeichnet, dass in Abwesenheit von Lö sungsmitteln gearbeitet wird. PATENT CLAIM: Process for the preparation of the isomeric forms of a, y-dioxy-ss, ss-dimethyl-butyric acid- (3'-oxypropyl) -amide by adding one of the isomeric a-oxy-ss, ss-dimethyl-y -butyrolactone reacts with 3-oxy-propylamine, characterized in that it is carried out in the absence of solvents.
CH239754D 1944-06-14 1944-06-14 Process for the preparation of a, y-dioxy-B, B-dimethyl-butyric acid- (3'-oxypropyl) -amide. CH239754A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH239754T 1944-06-14

Publications (1)

Publication Number Publication Date
CH239754A true CH239754A (en) 1945-11-15

Family

ID=4461403

Family Applications (1)

Application Number Title Priority Date Filing Date
CH239754D CH239754A (en) 1944-06-14 1944-06-14 Process for the preparation of a, y-dioxy-B, B-dimethyl-butyric acid- (3'-oxypropyl) -amide.

Country Status (1)

Country Link
CH (1) CH239754A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1182671B (en) * 1961-03-30 1964-12-03 Hoffmann La Roche Process for the production of new ethers and thioethers of panthenol

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1182671B (en) * 1961-03-30 1964-12-03 Hoffmann La Roche Process for the production of new ethers and thioethers of panthenol

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