DE106512C - - Google Patents

Description

PATENT OFFICE.

Jonon, like F. Tiemann (Ber. D. Page 851) has shown

-d. former company 1
clean by dissolving it in sodium bisulfite solution by boiling it for several hours. B. ether, and then the ionone from the purified aqueous solution by heating with alkali hydrate sets free.

In this process the sodium bisulphite solution can be replaced by a sodium sulphite solution to which any agent has been added which, at the boiling point of the solution used, finds the sodium hydrate released during the reaction. An addition of a little more than 1 mol. Wt. Glacial acetic acid to ι mol. Wt. Sodium sulfite Na ₂ SO ₃ or an addition of ammonium sulfate, from which the liberated ascali hydrate displaces ammonia at the boiling point of the solution, meet z. B. this purpose.

We found then 1, that the alkali metal salts _s auskrystallisiren from the compound obtained in the heating ionone with Alkalibisulfitlösung neutral or weakly alkaline solution by evaporation, first the Hydrosulfonsäurederivate of the a-ionone produced in this interaction and 2, that from the neutral weak or alkaline reacting, when boiling ionone with alkali metal sulfite respectively. with alkali sulfite and acetic acid ^ * * respectively. .ipit alkali sulfite and ammonium sulfate ionone solution obtained in the distillation in a strong steam stream essentially only ß-ionone is released and passes into the distillate. If the solution, which no longer provides an oily distillate when treated with flowing steam, is mixed with excess alkali, essentially only ct-ionone is deposited therefrom, which is either extracted from the rapidly cooled liquid by extraction with a solvent, e.g. B. ether, or can be obtained after neutralization with an acid by distillation in a steam stream.

The described separation of the two isomers (α- and ß-ionone) from one another is correct handled, almost quantitatively.

The ß-ionone is characterized by the well-known semicarbazone melting ^{at 148 0.} beta-ionone can be further purified by conversion to the at 148 ^0-melting crystallized semicarbazone and its cleavage by means of sulfuric acid.

α-ionone is characterized by the well-known, well crystallizing oxime, which melts 1 to 2 degrees higher directly at Sj ^{9 and only after repeated recrystallization.} α-ionone can be further purified by conversion into the crystallized oxime and the known decomposition of it by means of sulfuric acid.

Example.

100 parts of ionone are mixed with a solution of 100 parts of sodium bisulphite or the corresponding amount of potassium bisulphite or the corresponding amount of sodium sulphite / Na ₂ 5 O ₃ I, which is added to 1 mole by weight of sodium sulfite a little more than 1 mole by weight of glacial acetic acid or has added excess ammonium sulphate, boiled in 300 parts of water until the oil has gone into solution

is. Usually 8 to ι ο hours are required for this. The solution, which reacts only slightly alkaline, is used to remove the impurities with a suitable extraction agent, e.g. B. Aether, shaken. The solution is then treated with a strong stream of steam, which exaggerates β-ionone from it. This is, if required, further purified by conversion to the ⁰ at 148 melting Semicafbazpn and cleavage of the latter by means of sulfuric acid.

As soon as oil drops no longer pass over, one adds to the solution freed from β-ionone either sodium carbonate and directly distilled the a-ionone set free in this way Steam flow over, or one adds alkali, cools the liquid after a short time quickly and wins the a-ionon by shaking it out with ether, or finally heating it up briefly with alkali to free the a-ionone from its hydrosulfonic acid salts to settle, cools down quickly, neutralizes with some acid, and finally distills a-ionone in the steam stream over.

a-Jonon can, if necessary, through Conversion into the crystallized oxime, melting at 87 °, and decomposition of the same can be further purified by means of an acid.

If, however, one has to do with an ionone which contains only very small amounts of the β-compound, which, however, occurs only rarely, the solution obtained by boiling ionone with alkali metal bisulphites can be evaporated from the alkali metal salts which crystallize out on cooling Filter off the hydrosulphonic acid derivatives of the a-ion and carry out the above-described separation of the a- and β-ion with the filtered mother liquor.

In the representation of the ion, α- and ß-ionon always arise next to each other and also in approximately the same proportion. Both components of the ion show sufficient thinned states of pronounced violet odor, which in a-ionon in only one Somewhat different nuances can be recognized by those skilled in the art, as occurs with β-ionone.

The described separation of the α- from the ß-ionone is permitted, either through use only one constituent part of the jonone, or by mixing the two in a certain proportion If desired, in the sense explained above, certain nuances of the violet odor can also be brought out.

Claims (1)

Patent claim: Process for the decomposition of the ion into a- and β-ion, consisting in that one from bezw when cooking ionone with alkali bisulfites. with alkali sulfites with the addition of a Free alkali hydrate binding agent obtained weakly alkaline solutions ß-ionon either directly or after the alkali salts have been obtained from the evaporated solutions hydrosulfonic acid derivatives of the a-ionon formed have largely allowed to crystallize out, wins by distillation in a strong steam stream and from that of ß-ionon on this Ways freed solutions the α-ionone precipitates by heating with excess alkali lye.