CS218083B1 - Process for preparing succinic anhydride - Google Patents
Process for preparing succinic anhydride Download PDFInfo
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- CS218083B1 CS218083B1 CS41281A CS41281A CS218083B1 CS 218083 B1 CS218083 B1 CS 218083B1 CS 41281 A CS41281 A CS 41281A CS 41281 A CS41281 A CS 41281A CS 218083 B1 CS218083 B1 CS 218083B1
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- succinic anhydride
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- raney nickel
- maleic anhydride
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Abstract
Vynález sa týká přípravy anhydridu kyseliny jantárovej na báze anhydridu kyseliny maleinovej. Podstata vynálezu spočívá v selektívnej hydrogenácii uhlík —uhlík dvojitej vazby, konjugovanej s dvomi karbonylovými skupinami na čiastočne dezaktivovanom Raneyovom nikli ako katalyzátore pri teplote miestnosti a atmosferickom tlaku v prostředí aprotického rozpúšťadla. Vynález móže byť využitý ako pre priemyselnú produkciu, tak aj laboratórnu přípravu anhydridu kyseliny jantárovej ako jednej zo základných surovin využívaných v organickej syntéze a v biochémii.The invention relates to the preparation of succinic anhydride based on maleic anhydride. The essence of the invention lies in the selective hydrogenation of a carbon-carbon double bond conjugated with two carbonyl groups on partially deactivated Raney nickel as a catalyst at room temperature and atmospheric pressure in an aprotic solvent environment. The invention can be used both for industrial production and laboratory preparation of succinic anhydride as one of the basic raw materials used in organic synthesis and in biochemistry.
Description
Vynález sa týká přípravy anhydridu kyseliny jantárovej na báze anhydridu kyseliny maleinovej. Podstata vynálezu spočívá v selektívnej hydrogenácii uhlík —uhlík dvojitej vazby, konjugovanej s dvomi karbonylovými skupinami na čiastočne dezaktivovanom Raneyovom nikli ako katalyzátore pri teplote miestnosti a atmosferickom tlaku v prostředí aprotického rozpúšťadla. Vynález móže byť využitý ako pre priemyselnú produkciu, tak aj laboratórnu přípravu anhydridu kyseliny jantárovej ako jednej zo základných surovin využívaných v organickej syntéze a v biochémii. 218083 i t 2The present invention relates to the preparation of succinic anhydride based on maleic anhydride. The invention is based on the selective hydrogenation of a carbon-carbon double bond conjugated to two carbonyl groups on a partially deactivated Raney nickel catalyst at room temperature and atmospheric pressure in an aprotic solvent. The invention can be used for both industrial production and laboratory preparation of succinic anhydride as one of the basic raw materials used in organic synthesis and in biochemistry. 218083 i t 2
Vynález sa týká spósobu přípravy anhydridu kyseliny jantárovej na báze anhydridu kyseliny maleinovej.The present invention relates to a process for the preparation of succinic anhydride based on maleic anhydride.
Anhydrid kyseliny jantárovej sa podía postupov známých z literatúry připravuje buď dehydratáciou kyseliny jantárovej, alebo katalytickou hydrogenáciou anhydridu kyseliny maleinovej na róznych druhoch katalyzátorov. Nevýhodou doteraz popísaných postupov na katalytickú hydrogenáciu maleinanhydridu je buď energetická náročnost syntézy — reakcia prebieha za vysokých teplot a tlakov, alebo neprístupnosť a teda vysoká cena katalyzátorov, alebo nízké výtažky.Succinic anhydride is prepared according to literature procedures either by dehydration of succinic acid or by catalytic hydrogenation of maleic anhydride on various kinds of catalysts. A disadvantage of the processes described so far for the catalytic hydrogenation of maleic anhydride is either the energy intensity of the synthesis - the reaction proceeds at high temperatures and pressures, or the inaccessibility and thus the high cost of the catalysts or low extracts.
Uvedené nedostatky sa riešia postupom podía vynálezu, pričom sa anhydrid kyseliny maleinovej katalyticky hydrogenuje v aprotickom rozpúšťadle pri teplote miestnosti a atmosferickom tlaku na anhydrid kyseliny jantárovej. Hydrogenácia sa uskutočňuje na Raneyovom nikli W-2, ktorý bol čiastočné dezaktivovaný 10 minútovým miešaním pri teplote miestnosti s desaťnásobným hmotnostným množstvom 0,1 % roztoku kyseliny octovej v tom rozpúštadle, ktoré sa použije pri reakcii.These drawbacks are solved by the process of the invention wherein the maleic anhydride is catalytically hydrogenated in an aprotic solvent at room temperature and atmospheric pressure to form succinic anhydride. Hydrogenation is carried out on Raney Nickel W-2 which has been partially inactivated by stirring for 10 minutes at room temperature with ten times the weight of 0.1% acetic acid solution in the solvent used for the reaction.
Tento postup přípravy anhydridu kyseliny jantárovej vychádza z obchodné dostupných látok, je energeticky a ekonomicky nenáročný a poskytuje kvantitativné výtažky. Za rovnakých podmienok možno hyďrogenovať aj iné analogické systémy (maleinimid poskytuje sukcinimid, 4-cyklopenténl,3-dión poskytuje 1,3-cyklopentándión atď.).This process for the preparation of succinic anhydride is based on commercially available substances, is energy-efficient and economical and provides quantitative extracts. Other analogous systems can also be hydrogenated under the same conditions (maleimide provides succinimide, 4-cyclopentene, 1,3-dione provides 1,3-cyclopentanedione, etc.).
Spósob podía vynálezu je ďalej ilustrovaný v příklade uskutočnenia:The method of the invention is further illustrated in the exemplary embodiment:
Roztok anhydridu kyseliny maleinovej (24,5 g, 0,25 mol) v etylacetáte (400 ml) sa hydrogenuje pri teplote miestnosti a atmosferickom tlaku spolu s dezaktivovaným Raneyovým niklom (3 g). Raneyov nikel W-2 sa dezaktivuje 10 minútovým miešaním pri teplote miestnosti s desaťnásobným hmotnostným množstvom 0,1 % roztoku kyseliny octovej v etylacetáte, nechá sa usadit, roztok sa dekantuje a katalyzátor sa použije v reakcii.A solution of maleic anhydride (24.5 g, 0.25 mol) in ethyl acetate (400 mL) was hydrogenated at room temperature and atmospheric pressure along with deactivated Raney nickel (3 g). Raney nickel W-2 is inactivated by stirring for 10 minutes at room temperature with ten times the amount of 0.1% acetic acid solution in ethyl acetate, allowed to settle, the solution decanted and the catalyst used in the reaction.
Po ukončení spotřeby vodíka (1,5 až 2 h), sa katalyzátor odfiltruje, premyje etylacetátom (50 ml) a rozpúšťadlo sa oddestiluje (bez úpravy ho možno použiť v nasledujúcej reakcii). Výťažok anhydridu kyseliny jantárovej s t. t. 119 až 120 °C je 100%. Produkt bol identifikovaný pomocou infračervených a Ή-NMR spektier.After hydrogen uptake is complete (1.5 to 2 h), the catalyst is filtered off, washed with ethyl acetate (50 mL) and the solvent is distilled off (can be used in the next reaction without treatment). The yield of succinic anhydride with m.p. 119-120 ° C is 100%. The product was identified by infrared and Ή-NMR spectra.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS41281A CS218083B1 (en) | 1981-01-21 | 1981-01-21 | Process for preparing succinic anhydride |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS41281A CS218083B1 (en) | 1981-01-21 | 1981-01-21 | Process for preparing succinic anhydride |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS218083B1 true CS218083B1 (en) | 1983-02-25 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS41281A CS218083B1 (en) | 1981-01-21 | 1981-01-21 | Process for preparing succinic anhydride |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS218083B1 (en) |
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1981
- 1981-01-21 CS CS41281A patent/CS218083B1/en unknown
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