DE479715C - Process for the production of theobromine from natural products containing theobromine - Google Patents
Process for the production of theobromine from natural products containing theobromineInfo
- Publication number
- DE479715C DE479715C DEC35273D DEC0035273D DE479715C DE 479715 C DE479715 C DE 479715C DE C35273 D DEC35273 D DE C35273D DE C0035273 D DEC0035273 D DE C0035273D DE 479715 C DE479715 C DE 479715C
- Authority
- DE
- Germany
- Prior art keywords
- theobromine
- alkaline earth
- magnesium
- natural products
- production
- 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.)
- Expired
Links
- YAPQBXQYLJRXSA-UHFFFAOYSA-N theobromine Chemical compound CN1C(=O)NC(=O)C2=C1N=CN2C YAPQBXQYLJRXSA-UHFFFAOYSA-N 0.000 title claims description 47
- 229960004559 theobromine Drugs 0.000 title claims description 23
- 238000000034 method Methods 0.000 title claims description 6
- 229930014626 natural product Natural products 0.000 title claims description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 5
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 239000000395 magnesium oxide Substances 0.000 claims description 4
- 159000000003 magnesium salts Chemical class 0.000 claims description 4
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims description 3
- 239000000706 filtrate Substances 0.000 claims description 3
- 150000004679 hydroxides Chemical class 0.000 claims description 3
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 claims description 2
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 claims description 2
- 239000001095 magnesium carbonate Substances 0.000 claims description 2
- 229910000021 magnesium carbonate Inorganic materials 0.000 claims description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims 1
- -1 hydrochloric acid Chemical class 0.000 claims 1
- 238000000605 extraction Methods 0.000 description 3
- 229910000000 metal hydroxide Inorganic materials 0.000 description 3
- 150000004692 metal hydroxides Chemical class 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 244000299461 Theobroma cacao Species 0.000 description 2
- 235000009470 Theobroma cacao Nutrition 0.000 description 2
- RYYVLZVUVIJVGH-UHFFFAOYSA-N caffeine Chemical compound CN1C(=O)N(C)C(=O)C2=C1N=CN2C RYYVLZVUVIJVGH-UHFFFAOYSA-N 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 229930182470 glycoside Natural products 0.000 description 2
- 150000002338 glycosides Chemical class 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- LPHGQDQBBGAPDZ-UHFFFAOYSA-N Isocaffeine Natural products CN1C(=O)N(C)C(=O)C2=C1N(C)C=N2 LPHGQDQBBGAPDZ-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- VJEONQKOZGKCAK-UHFFFAOYSA-N caffeine Natural products CN1C(=O)N(C)C(=O)C2=C1C=CN2C VJEONQKOZGKCAK-UHFFFAOYSA-N 0.000 description 1
- 229960001948 caffeine Drugs 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 235000011116 calcium hydroxide Nutrition 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 235000018553 tannin Nutrition 0.000 description 1
- 229920001864 tannin Polymers 0.000 description 1
- 239000001648 tannin Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/02—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6
- C07D473/04—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms
- C07D473/06—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms with radicals containing only hydrogen and carbon atoms, attached in position 1 or 3
- C07D473/10—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two oxygen atoms with radicals containing only hydrogen and carbon atoms, attached in position 1 or 3 with methyl radicals in positions 3 and 7, e.g. theobromine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Gewinnung von Theobromin aus theobrominhaltigen Naturprodukten Die bisher bekannten Verfahren zur Gewinnung von Theobromin aus dieses enthaltenden Naturprodukten beruhen größtenteils darauf, daß man die Ausgangsstoffe mit organischen Lösungsmitteln, wie Alkohol, Chloroform, Phenolen, oder durch Kochen mit Wasser auszieht und, sofern es sich um das Glykosid des Theobromins handelt, dieses vor oder während des Ausziehens mit Kalk oder Magnesia spaltet.Process for obtaining theobromine from natural products containing theobromine The previously known method for obtaining theobromine from this containing Natural products are largely based on the fact that the starting materials are mixed with organic ones Solvents such as alcohol, chloroform, phenols, or by boiling with water and, if it is the glycoside of theobromine, this before or splits with lime or magnesia during extraction.
Alle diese Verfahren sind jedoch umständlich und vor allen Dingen dadurch sehr unwirtschaftlich, daß bei dem geringen Gehalt der Ausgangsstoffe an Theobromin stets sehr bedeutende Mengen von ihnen verarbeitet werden müssen, die ihrerseits wieder die Anwesenheit großer Mengen Lösungsmittel erfordern. Durch die unvermeidbaren Verluste an organischem Lösungsmittel wird das Theobromin wesentlich verteuert; heiße wäßrig-alkalische Extraktion zerstört andrerseits einen Teil des Theobromins.However, all of these procedures are cumbersome and above all else very uneconomical because of the low content of the starting materials Theobromine always has to be processed in very significant quantities in turn require the presence of large amounts of solvent. Through the inevitable losses of organic solvent, the theobromine becomes essential expensive; On the other hand, hot aqueous alkaline extraction destroys part of the Theobromines.
Nach vorliegendem Verfahren gelingt es nun, unter Verzicht auf jedes organische Lösungsmittel, das Theobromin auf sehr einfache Weise in einer allen Ansprüchen genügenden reinen Form und in hoher Ausbeute zu erhalten.According to the present method, it is now possible to do without each organic solvents, the theobromine in a very simple way in all To obtain sufficient pure form and in high yield.
Man hat zwar schon zum Zwecke der analytischen Bestimmung des Theobroinins vorgeschlagen (Dissertation S c h a a p , »Bijdrage tot de bepaling von theobromine en coffeine in grondstoffen en praeparaten«, Amsterdam 192j), die Behandlung der Rohstoffe mit Kalkmilch in der Hitze vorzunehmen, nachdem man erkannt hatte, daß im Gegensatz zu früheren Literaturangaben eine Zersetzung des Theobromins dabei nicht eintritt. Unbekannt war aber bisher, daß eine Behandlung der Rohstoffe mit den Hydroxyden der Erdalkalien oder des Magnesiums bei gewölvnlicher Temperatur schon vollkommen ausreicht, um den Theobromingehalt der Rohstoffe- beim Arbeiten in technischem Maßstab in Lösung zu bringen.It is true that one has already for the purpose of the analytical determination of theobroinine proposed (Dissertation S c h a a p, “Bijdrage tot de bepaling by theobromine en caffeine in grondstoffen en praeparaten «, Amsterdam 192j), the treatment of the To make raw materials with milk of lime in the heat after realizing that In contrast to earlier literature, the theobromine decomposes does not occur. However, it was previously unknown that a treatment of the raw materials with the hydroxides of the alkaline earths or of magnesium at ordinary temperature already completely sufficient to the theobromine content of the raw materials when working to bring into solution on an industrial scale.
Der Ausgangsstoff, z. B. Käkaoschalm, wird in weitgehend zerkleinerter Form mit eirein im Vergleich zur vorhandenen Theobrominmenge großen überschuß an Erdalkalihydroxyden oder Magnesiumoxyd und mit der mehrfachen Menge Wasser bei gewöhnlicher Temperatur kure Zeit gründlich verrührt. Hierbei geht sowohl das freie wie das in Form seines Glykosids vorliegende Theobromin als Erdalkali- oder Magnesiumsalz neben etwas Metallhydroxyd in Lösung. Nach dem Einengen der von den Schalen und dem überschüssigen Metallhydroxyd abgetrennten Lösung wird das Theobromin zusammen mit dem gelösten Metallhydroxyd durch Kohlensäure gefällt, worauf es vom Erdalkali- oder Magnesiumcarbonat durch Behandeln mit leicht lösliche Erdalkali- oder Magnesiumsalze bildenden, verdünnten Säuren, z. B. Salzsäure, befreit wird. Das -Theobromin wird auf diese Wise in _ quantitativer Ausbeute und in sehr reiner. Form, insbesondere frei von Tannin und Eiweiß, erhalten.The starting material, e.g. B. Käkaoschalm, is largely crushed Form with egg in large excess compared to the amount of theobromine present Alkaline earth hydroxides or magnesium oxide and with the multiple amount of water with ordinary Stirred temperature thoroughly for a short time. Both the free and the in Form of its glycoside present theobromine as an alkaline earth or magnesium salt alongside some metal hydroxide in solution. After constricting the from the peels and the excess Metal hydroxide separated solution is the theobromine along with the dissolved Metal hydroxide precipitated by carbonic acid, whereupon it is made from alkaline earth or magnesium carbonate by treating with easily soluble alkaline earth or magnesium salts forming, dilute acids, e.g. B. hydrochloric acid is released. The theobromine will in this way in quantitative yield and very pure. Shape, in particular free from tannin and protein.
Eine Gewinnungsweise ödes Theobromins unter Ausschluß der Benutzung von organischen Lösungsmitteln und bei gewöhnlicher Temperatur ist bisher nicht bekannt.A mode of extraction of desolate theobromine with the exclusion of use of organic solvents and at ordinary temperature is not yet known.
Beispiele i. ioo kg Kakaoschalen werden. mixt 3o kg Kalle und 5001 Wasser bei gewöhnlicher Temperatur i Stunde verrührt. Dann wird abfiltriert und das Filtrat auf etwa 1/s seines Volumens bei niederer Temperatur eingeengt. Diese Lösung wird durch Behandeln mit Kohlensäure gefällt und der entstandene Niederschlag nach dem Filtrieren mit verdünnter Salzsäure .verrührt. Ungelöst bleibt hierbei das Theobromin, das auf diese Weise in nahezu quantitativer Ausbeute rund reiner Form erhalten wird. -z. i oo kg Kakaoschalen werden mit 2 1 kg Magnesiumoxyd und Soo 1 Wasser bei gewöhnlicher Temperatur i Stunde innig verrührt. Nach dem Filtrieren wird das Filtrat bei niederer Temperatur auf etwa 1/s seines Volumens eingeengt und dann weiter, wie unier Beispiel i angegeben, verfahren.Examples i. 100 kg cocoa shells. mixes 30 kg Kalle and 5001 Stirred water at ordinary temperature for one hour. Then it is filtered off and the filtrate is concentrated to about 1 / s of its volume at low temperature. These Solution is precipitated by treating with carbonic acid and the resulting precipitate after filtering, stirred with dilute hydrochloric acid. This remains unsolved the theobromine, which in this way is roughly more pure in almost quantitative yield Shape is obtained. -z. 100 kg of cocoa shells are mixed with 2 1 kg of magnesium oxide and Soo 1 water at ordinary temperature for 1 hour thoroughly stirred. After filtering the filtrate is concentrated to about 1 / s of its volume at low temperature and then proceed as indicated in example i.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEC35273D DE479715C (en) | 1924-08-14 | 1924-08-14 | Process for the production of theobromine from natural products containing theobromine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEC35273D DE479715C (en) | 1924-08-14 | 1924-08-14 | Process for the production of theobromine from natural products containing theobromine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE479715C true DE479715C (en) | 1929-07-22 |
Family
ID=7021744
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEC35273D Expired DE479715C (en) | 1924-08-14 | 1924-08-14 | Process for the production of theobromine from natural products containing theobromine |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE479715C (en) |
-
1924
- 1924-08-14 DE DEC35273D patent/DE479715C/en not_active Expired
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