DE932515C - Process for obtaining compounds of the Proazulen-ó� and Azulene series - Google Patents

Description

Process for obtaining compounds of the Proazulen-II and Azulene series It is known that certain plants such as the chamomile, Achillea and Artemisia species can be used for the extraction of compounds of the azulene series. if one plants of this kind with an organic solvent, preferably chloroform, extracted at the lowest possible temperatures and the extract then at the same the lowest possible temperatures to a concentrated solution or to the pure Working up the product, you get a proazulene, which is probably a carboxylic acid ester group and which is hereinafter referred to as Proazulen I. If you have the Proazulen I saponified under mild conditions, you get another Proazulen that probably contains a free carboxylic acid group and is hereinafter referred to as Proazulen II.

It has now been found that proazulenhaltigen plants such as the chamomile or certain Achillea and Artemisia species the Proazulen II in one uniform level can be gained if you use the proazulenhaltigen plants or Parts of plants treated with alkaline agents under mild reaction conditions and the salt of proazulene II thus obtained as such or in the form of the free acid isolated from the resulting solution.

This process involves the extraction and saponification of the Proazulens I to Proazulen II take place in a single operation. To unwanted Changes in the azulene molecule (apart from the desired saponification of the proazulene I to Proazulen II) to avoid, it is advisable to use the extraction with a very weak lye, for example a 0.5 n Caustic soda, at relative at low temperatures. The isolation of the Proazulens II from the obtained Solution is expediently carried out with the help of organic solvents, the free Carboxylic acid of proazulene II by acidification with dilute acid from the initially obtained salts can be released.

Example 500 g of yarrow flowers are mixed with about 3 l of a 0.5 n Stirred NaOH and let stand closed overnight. Then it is pressed and washed with water. The combined deep brown colored filtrates are covered with petroleum ether and the whole thing was weakly acidified with 2N H2 504, thereby the petroleum ether layer turns deep blue, while in the aqueous layer a solid precipitate separates out.

Claims (1)

PATENT CLAIM: Process for the production of compounds of the Proazulen-II- and azulene series, characterized in that a plant containing proazulen under mild reaction conditions with an alkaline agent and extracted from the so obtained solution the ProazulenII, the free acid or salts or other derivatives the azulene series can be isolated.