DE134672C - - Google Patents
Info
- Publication number
- DE134672C DE134672C DENDAT134672D DE134672DA DE134672C DE 134672 C DE134672 C DE 134672C DE NDAT134672 D DENDAT134672 D DE NDAT134672D DE 134672D A DE134672D A DE 134672DA DE 134672 C DE134672 C DE 134672C
- Authority
- DE
- Germany
- Prior art keywords
- citral
- acetone
- condensation
- jonon
- fact
- 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
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 12
- 229940043350 citral Drugs 0.000 claims description 8
- 229930007907 citral Natural products 0.000 claims description 8
- WTEVQBCEXWBHNA-YFHOEESVSA-N neral Chemical compound CC(C)=CCC\C(C)=C/C=O WTEVQBCEXWBHNA-YFHOEESVSA-N 0.000 claims description 8
- 238000010438 heat treatment Methods 0.000 claims description 2
- SFEOKXHPFMOVRM-BQYQJAHWSA-N Ionone Chemical compound CC(=O)\C=C\C1C(=C)CCCC1(C)C SFEOKXHPFMOVRM-BQYQJAHWSA-N 0.000 claims 1
- 229930002839 ionones Natural products 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 238000009833 condensation Methods 0.000 description 4
- 230000005494 condensation Effects 0.000 description 4
- 239000000203 mixture Substances 0.000 description 2
- 229960000583 Acetic Acid Drugs 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 230000000875 corresponding Effects 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- 229940001607 sodium bisulfite Drugs 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
- C07C45/74—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups combined with dehydration
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
KAISERLICHES
PATENTAMT.
Die Condensation von Citral und Aceton zu Pseudojonon ist bisher nur mit Hülfe von
alkalischen Agentien ausgeführt worden (D. R. P. 73089, 127661 etc.).
Erfinderin hat gefunden, dafs sich Citral und Aceton auch durch einfaches Erhitzen auf eine
höhere Temperatur zu Pseudojonon condensiren lassen.
Dafs diese Condensation allein durch die Erhöhung der Temperatur erfolgt und nicht
etwa 'durch das aus dem meist gläsernen oder emaillirten Reactionsgefäfse sich auslösende
Alkali, geht auch daraus hervor, dafs die Condensation in gleicher Weise erfolgt, wenn man
der Mischung aus Citral und Aceton etwas Eisessig zusetzt, so dafs dieselbe stark sauer
reagirt.
Beispiel: Man erhitzt 60 Theile Citral beliebiger Herkunft oder die entsprechende Menge
eines Citral enthaltenden Oeles mit 50 Theilen Aceton 5 bis 10 Stunden auf 165 bis 1750
(z. B. im Autoclaven). Aus der Reactionsmasse destillirt man zunächst das überschüssige Aceton
ab, isolirt sodann durch weiteres Fractioniren oder auf sonst bekannte Weise, z. B. mit Natriumbisulfit,
das Citral und siedet endlich das gebildete Pseudojonon im Vacuum über. Es bilden sich bei dieser Darstellungsweise nur
sehr geringe Mengen höherer Condensationsproducte. Das wiedergewonnene Citral kann
direct zu einer neuen Operation verwendet werden.
Die Condensation kann in gleicher Weise auch unter Zusatz von Alkohol vollzogen
werden.
Claims (1)
- Patent-Anspruch:
Weitere Ausbildung des in Patentschrift 73089 beschriebenen Verfahrens zur Darstellung von Jonon, darin bestehend, dafs Citral und Aceton durch Erhitzen auf höhere Temperatur condensirt werden.*) Frühere Zusatzpatente: 75120; 122466; 127424; 129023; 132222; 133563.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE134672C true DE134672C (de) |
Family
ID=402775
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT134672D Active DE134672C (de) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE134672C (de) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4704405A (en) * | 1986-08-25 | 1987-11-03 | Merck & Co., Inc. | Rapid acting combination of sodium sulindac and a base |
-
0
- DE DENDAT134672D patent/DE134672C/de active Active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4704405A (en) * | 1986-08-25 | 1987-11-03 | Merck & Co., Inc. | Rapid acting combination of sodium sulindac and a base |
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