SU503857A1 - The method of obtaining cyclohexanone oxime - Google Patents

Description

I

The invention relates to the production of cyclohexanone oxime used as an intermediate in the production of synthetic fibers.

A known method of producing cyclohexanone oxime by the oxidation of cyclohexylamine by organic hydroperoxides, for example, isopropyl benzene hydroperoxide, in the presence of Ti Mo, V. as a catalyst.

However, the known method does not provide a quantitative yield of the desired cyclohexanone oxime — a yield of about 80% and is associated with technological difficulties in isolating cyclohexanone oxime from its reaction mixture due to the close boiling points of cyclohexanone oxime and, for example, dimethylphenyl carbinol using isopropyl benzene hydroperoxide.

During the implementation of the proposed method, an almost quantitative yield of cyclohexanone oxime is reached - 9698% and simplifies the process, since, by that (boiling point cyclohexanone oxime and

cycloalkanol,

quite different from each other. In addition, besides cyclohexanone oxime, cyclic alcohols, in particular cyclooctanol, cyclodecanol, are obtained, which can be used in the synthesis of aliphatic dicarboxylic acids C., - C p,

aliphatic diamines and W-lactams.

This is achieved by the fact that cyclohexanone oxime is obtained by oxidation of cyclohexyl-silamine by organic hydroperoxides, for example C .. cycloalkanes hydroperoxides, with an addition of Trilon B in an amount of 0.01-1, About mol / mol catalyst, for example butyl orthotitanium.

The oxidation of cyclohexylamine by hydroperoxides of cycloalkanes C.-.- C is suggested

about

Claims (3)

carried out at 8О-12О ° С (preferably BO-BS C), molar ratio of cyclohex silumin to hydroperoxide, equal to 1: 1, in the presence of tetraalkyl orthotitanic esters as catalyst, for example butyl orthotitanate, in the amount of O.b, 1 mol / hydroperoxides (preferably | L, 5lO - 51 (5 y1 hydroperoxides). Pro. Uecc is carried out in the presence of an addition of Trilon B in the amount of 0.01-1.0 mol / i / mol catholyato1 a (preferably 0.1 mol / mole of catalyst.) Conden- tate — 1HYMHI imineperoxide in the reaction mixture should not exceed, for which there is no “bypass / shmo dilution solvent; best results are obtained when using as a solvent aromatic and aliphatic hydrocarbons, such as toluene, ethylbenzene, heptane, cyclooctane, and others. The reaction time is 1-2 hours. Example: K: 384.6 g of products window Lazyne cyclooctane, containing 22.5% cichlorooctane hydroperoxide, 58.8 g of iiklohexylamine, 3.4 g of butyl orthotitanate, and 0.37 g of trilon B in 223 g of ethylbenzene are added. Scrub the heater with a reverse cooler at 65 ° C for 1.5 hours. In the course of 1: the result of the reaction is 30.1 g of cyclohexanone oxime and 72.4 g of cyclooctanol. The oxime yield is 98.4% for the reacted amine and 95.8% for the reacted hydroperoxide. Formula Fig., Etch 1. Method for producing cyclohexanoioxy by organic cyclohexylamine oxidation) | hydroperoxides in the presence of organic titanium compounds, which is due to the fact that it is raised for the purpose; yield of the target product, the process is carried out in the presence of additives of Trilon 6., 2. The method according to claim 1, characterized in that, with the fact that Trilon B is used in the amount of 0, O1-1, O mol / mol catalyst, for example, butyl orthotitanate, 3. Method according to Claim 1, of tl and h ay i and ..: s, in that the process is carried out at an equi-molar ratio of amine to hyperestinium cycloalkane Cd-, g, OJ.