DE223839C - - Google Patents
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- Publication number
- DE223839C DE223839C DENDAT223839D DE223839DA DE223839C DE 223839 C DE223839 C DE 223839C DE NDAT223839 D DENDAT223839 D DE NDAT223839D DE 223839D A DE223839D A DE 223839DA DE 223839 C DE223839 C DE 223839C
- Authority
- DE
- Germany
- Prior art keywords
- hours
- dioxyphenylalkamines
- heated
- pure
- inactive
- Prior art date
- Legal status (The legal status 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 status listed.)
- Active
Links
- 150000007524 organic acids Chemical class 0.000 claims description 2
- 235000005985 organic acids Nutrition 0.000 claims description 2
- 230000004048 modification Effects 0.000 claims 1
- 238000006011 modification reaction Methods 0.000 claims 1
- 239000002585 base Substances 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- JOXIMZWYDAKGHI-UHFFFAOYSA-N P-Toluenesulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-XIXRPRMCSA-N Mesotartaric acid Chemical compound OC(=O)[C@@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-XIXRPRMCSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 229960001367 tartaric acid Drugs 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
KAISERLICHIMPERIAL
Durch Patent 220355 ist em Verfahren zur Darstellung von optisch inaktiven o-Dioxyphenylalkaminen geschützt, welches darin besteht, daß man optisch aktive o-Dioxyphenylalkamine mit Mineralsäuren längere Zeit stehen läßt oder mit solchen erwärmt.Patent 220355 protects a process for the preparation of optically inactive o-dioxyphenylalkamines, which consists in allowing optically active o-dioxyphenylalkamines to stand with mineral acids for a long time or heating them with such.
Weitere Versuche haben nun ergeben, daß auch organische Säuren befähigt sind, in der Wärme optisch aktive o-Dioxyphenylalkamine in die inaktiven Formen umzuwandeln.Further experiments have now shown that organic acids are also capable of Heat to convert optically active o-dioxyphenylalkamines into the inactive forms.
1,5 g reines 1-o-Dioxyphenyläthanolmethylamin werden mit 2 g kristallisierter Oxalsäure und 26,5 g Wasser 3 bis 4 Stunden auf 80 bis 900 erwärmt. Die Lösung ist dann inaktiv geworden und liefert beim Ausfällen mit Ammoniakflüssigkeit oder Alkalilauge d-l-o-Dioxyphenyläthanolmethylamin. 1.5 g of pure 1-o-Dioxyphenyläthanolmethylamin are heated with 2 g of oxalic acid and crystallized 26.5 g of water 3 to 4 hours at 80 to 90 0th The solution has then become inactive and, when precipitated with ammonia liquid or alkali lye, yields dlo-dioxyphenylethanolmethylamine.
1,5 g reines 1-o-Dioxyphenyläthanolmethylamin werden mit 5,5 g p-Toluolsulfosäure und 23 g Wasser 2 bis 3 Stunden lang auf 80 bis 900 erwärmt. Die Lösung enthält nach dieser Zeit nur d-1-o-Dioxyphenyläthanolmethylamin.1.5 g of pure 1-o-Dioxyphenyläthanolmethylamin are heated with 5.5 g of p-toluenesulfonic acid and 23 g of water for 2 to 3 hours at 80 to 90 0th After this time, the solution contains only d-1-o-dioxyphenylethanolmethylamine.
Beispiel III.Example III.
2,7 g reines 1-o-Dioxyphenyläthanolmethylamin-d-bitartarat werden mit 1,2 g Weinsäure und 26 g Wasser mehrere Stunden auf 80 bis 900 erwärmt. Die Drehung der Lösung nimmt immer mehr ab. Die Drehung, die anfänglich 0,47° im 1Z2 dm Rohr betrug, war nach 2 Stunden auf o,2°, nach 4 Stunden auf o,i°, nach 6 Stunden auf o° gefallen. Die durch Ammoniaklösung oder Alkalilauge abgeschiedene Base zeigte jetzt eine spezifische Drehung von —33,6° gegen —510 der reinen als Ausgangsstoff verwendeten Base. Es sind demnach etwa 34 Prozent der Base in die inaktive Form umgewandelt worden.2.7 g of pure 1-o-Dioxyphenyläthanolmethylamin-d-bitartarat are heated with 1.2 g of tartaric acid and 26 g of water for several hours to 80 to 90 0th The rotation of the solution decreases more and more. The rotation, which was initially 0.47 ° in the 1 Z 2 dm tube, had fallen to 0.2 ° after 2 hours, to 0.1 ° after 4 hours and to 0 ° after 6 hours. The deposited by ammonia solution or alkali metal hydroxide base now showed a specific rotation of -33.6 ° to -51 0 of pure used as a raw material base. Accordingly, about 34 percent of the base has been converted into the inactive form.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE223839C true DE223839C (en) |
Family
ID=484625
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT223839D Active DE223839C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE223839C (en) |
-
0
- DE DENDAT223839D patent/DE223839C/de active Active
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