AT64979B - Process for the preparation of ethyl acetate esters of amyl alcohol and its homologues. - Google Patents
Process for the preparation of ethyl acetate esters of amyl alcohol and its homologues.Info
- Publication number
- AT64979B AT64979B AT64979DA AT64979B AT 64979 B AT64979 B AT 64979B AT 64979D A AT64979D A AT 64979DA AT 64979 B AT64979 B AT 64979B
- Authority
- AT
- Austria
- Prior art keywords
- preparation
- homologues
- ethyl acetate
- amyl alcohol
- acetate esters
- Prior art date
Links
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical class CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 4
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 title claims description 3
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 claims description 7
- 239000001632 sodium acetate Substances 0.000 claims description 7
- 235000017281 sodium acetate Nutrition 0.000 claims description 7
- 239000003054 catalyst Substances 0.000 claims description 3
- 150000001879 copper Chemical class 0.000 claims description 3
- 239000007787 solid Substances 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 8
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 3
- 229960000583 acetic acid Drugs 0.000 description 3
- OPQARKPSCNTWTJ-UHFFFAOYSA-L copper(ii) acetate Chemical compound [Cu+2].CC([O-])=O.CC([O-])=O OPQARKPSCNTWTJ-UHFFFAOYSA-L 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- SQCZQTSHSZLZIQ-UHFFFAOYSA-N 1-chloropentane Chemical compound CCCCCCl SQCZQTSHSZLZIQ-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- -1 B. copper acetate Chemical class 0.000 description 1
- 241000530268 Lycaena heteronea Species 0.000 description 1
- 229940072049 amyl acetate Drugs 0.000 description 1
- PGMYKACGEOXYJE-UHFFFAOYSA-N anhydrous amyl acetate Natural products CCCCCOC(C)=O PGMYKACGEOXYJE-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 229940116318 copper carbonate Drugs 0.000 description 1
- GEZOTWYUIKXWOA-UHFFFAOYSA-L copper;carbonate Chemical compound [Cu+2].[O-]C([O-])=O GEZOTWYUIKXWOA-UHFFFAOYSA-L 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 235000019439 ethyl acetate Nutrition 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- MNWFXJYAOYHMED-UHFFFAOYSA-M heptanoate Chemical compound CCCCCCC([O-])=O MNWFXJYAOYHMED-UHFFFAOYSA-M 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
<Desc/Clms Page number 1>
Verfahren zur Darstellung von Essigestern des Amylalkohol8 und seiner Homologen.
In dem Stammpatente ist ein Verfahren zur Darstellung von Essigestern des Amylalkohols und seiner Homologen durch doppelte Umsetzung der Monochlorkohlenwasserstoffe mit Natriumazetat beschrieben, das darin besteht, dass man an Stelle des üblichen, geschmolzenen Natriumazetats ein lockeres, poröses Natriumazetat verwendet, welches dadurch erhalten wird, dass man wasserfreies Natriumkarbonat mit der annähernd äquivalenten Menge starker Essigsäure absättigt und das Reaktionsprodukt durch Erwärmen unterhalb seines Schmelzpunkts von der Hauptmenge seines Wassergehalts befreit.
Es hat sich nun gezeigt, dass die Wirksamkeit des so präparierten Natriumazetats einer weiteren Steigerung durch Katalysatoren fähig ist, als welchp insbesondere Kupfer- salze in Betracht kommen. Die Beimengung der Katalysatoren kann entweder nach erfolgter Herstellung des Azetats erfolgen, indem ein Kupfersalz, z. B. Kupferazetat, hinzugefügt wird, oder sie kann mit der Darstellung des Natriumazetats verbunden werden, indem dem Natriumkarbonat Kupferkarbonat beigemischt und dieses Gemisch mit Essigsäure umgesetzt wird.
Hiedurch kann die Reaktionstemperatur und Reaktionsdauer wesentlich herabgesetzt werden.
1UO Teile Chlorpentan werden mit 72 Teilen porösem. voluminösem Natriumazetat und 3 Teilen Kupferazetat sowie 6 Teilen Eisessig 8 Stunden auf 170 bis 1800 unter Druck erhitzt. Die Aufarbeitung der Reaktionsmasse geschieht in gleicher Weise wie im Stammpatente angegeben, nämlich die Masse wird in Wasser gegossen und die Öchicht abgetrennt oder direkt einer Destillation unterworfen. Die Ausbeute beträgt gieicbfaits etwa 65 Gewichtsteile an reinem Amylazetat vom Siedepunkt 120 bis 146".
**WARNUNG** Ende DESC Feld kannt Anfang CLMS uberlappen**.
<Desc / Clms Page number 1>
Process for the preparation of ethyl acetate esters of amyl alcohol8 and its homologues.
The parent patent describes a process for the preparation of acetic esters of amyl alcohol and its homologues by double reaction of the monochlorohydrocarbons with sodium acetate, which consists in using a loose, porous sodium acetate instead of the usual, molten sodium acetate, which is obtained in that anhydrous sodium carbonate is saturated with the approximately equivalent amount of strong acetic acid and the main amount of its water content is freed from the reaction product by heating below its melting point.
It has now been shown that the effectiveness of the sodium acetate prepared in this way is capable of a further increase through catalysts than copper salts in particular come into consideration. The addition of the catalysts can be done either after the acetate has been prepared by adding a copper salt, e.g. B. copper acetate, is added, or it can be combined with the preparation of sodium acetate by adding copper carbonate to the sodium carbonate and reacting this mixture with acetic acid.
This can significantly reduce the reaction temperature and reaction time.
1UO parts of chloropentane are porous with 72 parts. voluminous sodium acetate and 3 parts of copper acetate and 6 parts of glacial acetic acid heated to 170 to 1800 under pressure for 8 hours. The reaction mass is worked up in the same way as indicated in the parent patent, namely the mass is poured into water and the layer of oil is separated off or subjected directly to a distillation. The yield is approximately 65 parts by weight of pure amyl acetate with a boiling point of 120 to 146 ".
** WARNING ** End of DESC field may overlap beginning of CLMS **.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT59478T | 1912-02-23 | ||
| AT64979T | 1913-01-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT64979B true AT64979B (en) | 1914-05-25 |
Family
ID=25602657
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT64979D AT64979B (en) | 1912-02-23 | 1913-01-31 | Process for the preparation of ethyl acetate esters of amyl alcohol and its homologues. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT64979B (en) |
-
1913
- 1913-01-31 AT AT64979D patent/AT64979B/en active
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