CH143254A - Process for the preparation of a compound with a hydrogenated ring system. - Google Patents
Process for the preparation of a compound with a hydrogenated ring system.Info
- Publication number
- CH143254A CH143254A CH143254DA CH143254A CH 143254 A CH143254 A CH 143254A CH 143254D A CH143254D A CH 143254DA CH 143254 A CH143254 A CH 143254A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- compound
- ring system
- hydrogenated ring
- acrolein
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 4
- 150000001875 compounds Chemical class 0.000 title description 3
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 claims description 8
- 150000001299 aldehydes Chemical class 0.000 claims description 2
- XPCJYQUUKUVAMI-UHFFFAOYSA-N cyclohex-2-ene-1-carbaldehyde Chemical compound O=CC1CCCC=C1 XPCJYQUUKUVAMI-UHFFFAOYSA-N 0.000 claims description 2
- UCMSRHPIFRZHDO-UHFFFAOYSA-N penta-1,3-diene Chemical compound CC=CC=C.CC=CC=C UCMSRHPIFRZHDO-UHFFFAOYSA-N 0.000 claims description 2
- FXZFFVCJWZTTMX-UHFFFAOYSA-N 1-methylcyclohexane-1-carbaldehyde Chemical compound O=CC1(C)CCCCC1 FXZFFVCJWZTTMX-UHFFFAOYSA-N 0.000 claims 1
- 238000009835 boiling Methods 0.000 description 2
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical group C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- YGHRJJRRZDOVPD-UHFFFAOYSA-N 3-methylbutanal Chemical compound CC(C)CC=O YGHRJJRRZDOVPD-UHFFFAOYSA-N 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 1
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 229940127557 pharmaceutical product Drugs 0.000 description 1
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/38—Unsaturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings
- C07C47/42—Unsaturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings with a six-membered ring
-
- 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
- C07C45/69—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 addition to carbon-to-carbon double or triple bonds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Cosmetics (AREA)
- Fats And Perfumes (AREA)
- Hydrogenated Pyridines (AREA)
Description
Verfahren zur Darstellung einer Verbindung mit hydriertem Ringsystem. Caegenstand dieses Zusatzpatentes ist ein Verfahren zur Darstellung eines neuen Methyl- tetrahydrobenzaldebyds, welches dadurch ge kennzeichnet ist, dass man 1-Methylbutadien (Piperylen) finit Akrolein kondensiert. Die neue Verbindung soll zur Herstellung von Farbstoffen, pharmazeutischen Produkten und Riechstoffen verwendet werden.
<I>Beispiel:</I> 68 lxewichtsteile 1-3lethylbutadien (Pi- perylen) und 56 Gewichtsteile Akrolein wer den in einem Druckgefäss eine Stunde auf 100 C erhitzt. Hierauf werden das unver änderte Piperylen und Akrolein bei gewöhn lichem Druck abdestilliert. Beim Destillieren im Vakuum wird dann eine bei 13 mm Druck zwischen 55 C und 75 C siedende Fraktion erhalten. Die Hauptmenge zeigt nach zweimaliger Wiederholung der Destil lation den Siedepunkt Kp.<B>11</B> 59<B>0</B> C.
Der so rein erhaltene Aldehyd stellt ein wasserhelles, bewegliches, lichtbrechendes Öl dar. Er besitzt einen charakteristischen, an Isovaler- und Tetrahydrobenzaldehyd erin nernden Geruch.
Process for the preparation of a compound with a hydrogenated ring system. The subject of this additional patent is a process for the preparation of a new methyl-tetrahydrobenzaldebyd, which is characterized in that 1-methylbutadiene (piperylene) finitely condensed acrolein. The new compound is intended to be used in the manufacture of dyes, pharmaceutical products and fragrances.
<I> Example: </I> 68 parts by weight 1-3lethylbutadiene (perylene) and 56 parts by weight acrolein are heated to 100 C for one hour in a pressure vessel. The unchanged piperylene and acrolein are then distilled off at the usual pressure. When distilling in vacuo, a fraction boiling between 55 ° C. and 75 ° C. at a pressure of 13 mm is obtained. After the distillation has been repeated twice, the main amount shows the boiling point bp <B> 11 </B> 59 <B> 0 </B> C.
The pure aldehyde obtained in this way is a water-white, mobile, light-refracting oil. It has a characteristic odor reminiscent of isovaleric and tetrahydrobenzaldehyde.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH143254T | 1929-01-07 | ||
| CH141523T | 1930-08-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH143254A true CH143254A (en) | 1930-10-31 |
Family
ID=25713720
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH143254D CH143254A (en) | 1929-01-07 | 1929-01-07 | Process for the preparation of a compound with a hydrogenated ring system. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH143254A (en) |
-
1929
- 1929-01-07 CH CH143254D patent/CH143254A/en unknown
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