Purification method of 4-(2,6,6-Trimethyl-3-hydroxy-1-cyclohexene-1-radical)-3-butylene-2-ketone

Abstract

The invention relates to a purification method of 4-(2,6,6-trimethy-3-hydroxy-1-cyclohexene-1)-3-butylene-2-ketone. Current purification method is only suitable for the experimental operation but not suitable for industry production. The inventive technical project is as follows: a. dissolving the coarse 4-(2,6,6-trimethy-3-hydroxy-1-cyclohexene-1)-3-butylene-2-ketone in the non-water-soluble general organic solvent, reacting with organic acid anhydride to produce monoester compound, then extracting with the alkaline water solution, maintaining the water layer, removing the organic layer; b. acidify water layer down to pH<=3, extracting the acidified product by non-water-soluble general organic solvent; c. after removing the solvent from the organic layer, exchanging by alcohol ester in the alkalescence catalysis to get the pure 4-(2,6,6-trimethy-3-hydroxy-1-cyclohexene-1)-3-butylene-2-ketone. The invention is suitable for scaled industrial production and gets a high-purified product.

Description

technical field The present invention relates to the purification treatment of chemical substances, specifically 4-(2,6,6-trimethyl-3-hydroxyl-1-cyclohexen-1-yl)-3-buten-2-one Purification method. Background technique 4-(2,6,6-trimethyl-3-hydroxy-1-cyclohexen-1-yl)-3-buten-2-one (referred to as hydroxyketone compound) is an important variety of spices The starting material for synthesis is also an important intermediate for the synthesis of carotenoids such as canthaxanthin and astaxanthin. Literature Michael Rosenberger, Patrick McDougal, Julie Bahr.Canthaxanthin.A New TotalSynthesis., J.Org.Chem., Vol 47, No.11, 2130-2134, 1982 reported the following synthetic method, and its route is as follows: α-Ionone Epoxide (I) The α-ionone is used as the starting material to be epoxidized with peroxyacid, and the epoxide is rearranged into the target product hydroxyketone compound (I) under basic catalysis. However, it has been reported in the literature that when the epoxide ...

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Problems solved by technology

It is reported in the literature that silica gel column is used to separate hydroxyketone compound (I). This purification method is only suitable for laboratory operation and is not suitable for large-scale industrial production.

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