CH143255A - 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
- CH143255A CH143255A CH143255DA CH143255A CH 143255 A CH143255 A CH 143255A CH 143255D A CH143255D A CH 143255DA CH 143255 A CH143255 A CH 143255A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- compound
- ring system
- hydrogenated ring
- crotonaldehyde
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- 150000001875 compounds Chemical class 0.000 title description 3
- 238000009835 boiling Methods 0.000 claims description 3
- MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 claims description 3
- MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 claims description 3
- 150000001299 aldehydes Chemical class 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
- 238000004821 distillation Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000001709 1,2-dimethylcyclohex-3-ene-1-carbaldehyde Substances 0.000 description 1
- VPXWZHXOBQZDNM-UHFFFAOYSA-N 4,4-dimethylcyclohex-2-ene-1-carbaldehyde Chemical compound CC1(CCC(C=O)C=C1)C VPXWZHXOBQZDNM-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- -1 ethylbutadiene (perylene) Chemical compound 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 229940127557 pharmaceutical product Drugs 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
- C07C47/453—Unsaturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings containing six-membered aromatic rings
-
- 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)
- Hydrogenated Pyridines (AREA)
- Fats And Perfumes (AREA)
Description
Verfahren zur Darstellung einer Verbindung mit hydriertem Dingsystem. Gegenstand dieses Zusatzpatentes ist ein Verfahren zur Darstellung eines neuen Di- methyltetrahydrobenzaldehyds, welches da durch gekennzeichnet ist, dass man 1-bIethyl- butadien (Piperylen) mit Crotonaldehyd kon densiert. Die neue Verbindung soll zur Her stellung von Farbstoffen, pharmazeutischen Produkten und Riechstoffen verwendet werden.
<I>Beispiel:</I> 68 Gewichtsteile 1-bl:ethylbutadien (Pi- perylen) und 70 Gewichtsteile Crotonaldebyd werden in einem Druckgefäss 2 Stunden auf 190 C erhitzt. Hierauf werden der unver änderte Kohlenwasserstoff und Crotonaldehyd bei gewöhnlichem Druck abdestilliert. Beim darauffolgenden Destillieren im Vakuum wird eine bei 1.1 mm Druck zwischen 63 C und 80 C siedende Fraktion erhalten. Die Hauptmenge zeigt nach zweimaliger Wieder- holung der Destillation den Siedepunkt Kp. is 69,3-70,3<B>0 0</B>.
Der so erhaltene Aldehyd stellt ein was serhelles, bewegliches, lichtbrechendes Öl dar. Er besitzt einen nicht unangenehmen, an den von frischem Heu erinnernden Geruch.
Process for preparing a compound with a hydrogenated thing system. The subject of this additional patent is a process for the preparation of a new dimethyltetrahydrobenzaldehyde, which is characterized in that 1-methylbutadiene (piperylene) is condensed with crotonaldehyde. The new compound is to be used for the manufacture of dyes, pharmaceutical products and fragrances.
<I> Example: </I> 68 parts by weight of 1-bl: ethylbutadiene (perylene) and 70 parts by weight of crotonaldebyd are heated to 190 ° C. in a pressure vessel for 2 hours. The unchanged hydrocarbon and crotonaldehyde are then distilled off at normal pressure. During the subsequent distillation in vacuo, a fraction boiling between 63 ° C. and 80 ° C. at a pressure of 1.1 mm is obtained. After repeating the distillation twice, the main amount shows the boiling point bp 69.3-70.3 <B> 0 0 </B>.
The aldehyde obtained in this way is a very bright, mobile, light-refracting oil. It has a not unpleasant odor, reminiscent of fresh hay.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH143255T | 1929-01-07 | ||
| CH141523T | 1930-08-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH143255A true CH143255A (en) | 1930-10-31 |
Family
ID=25713721
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH143255D CH143255A (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) | CH143255A (en) |
-
1929
- 1929-01-07 CH CH143255D patent/CH143255A/en unknown
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