The method of receiving dihydromyrcene from the cis-pinane

 

(57) Abstract:

The invention relates to organic chemistry, in particular to a method for dihydromyrcene - intermediate in the synthesis of aromatic substances. Dihydromyrcene produced by the catalytic isomerization of CIS-pinane at a temperature of 390-460oWith out using as catalyst the carbon material with a developed surface. It is preferable to use activated carbon Sibunit, filamentous carbon. Technical result - increase the selectivity of the process, simplifying the selection of the target product. 1 C.p. f-crystals, 1 table.

The invention relates to organic chemistry, in particular to a method for production of CIS-pinane of dihydromyrcene - an intermediate in the synthesis of a number of aromatic substances.

Dihydropyran is used as an intermediate in the synthesis of a number of aromatic substances [Lemee L, Ratier, M.; Duboudin J.-G. and Delmond Century Flash vacuum thermolysis of terpenic compounds in the pinane series. // Synth. Commun. 1995. V. 25. N 9. R. 1313]. One of the methods of its receipt - thermal isomerization of CIS-pinane [Lemee L. Ratier M, Duboudin J.-G. and Delmond Century . Flash vacuum thermolysis of terpenic compounds in the pinane series. // Synth. Commun. 1995. V. 25. N 9 R. 1313; J. Tanaka, T. Katagiri and K. Ozawa. thermal isomerization of pinane and its products. // Buil. Chem. Soc. Japan, 1971. V. 44. N 1. R. 130; Rienacker R., G. Ohloff Optisc products are Eridani, having very close with the target product boiling point, which complicates its release, and also TRANS-pinan and products of its isomerization.

Closest to the proposed method is thermal isomerization of CIS-pinane at temperatures 385-500oWith quartz [J. Tanaka, T. Katagiri and K. Ozawa. thermal isomerization of pinane and its products. // Bull. Chem. Soc. Japan, 1971, V. 44. N 1. P. 130]. The reaction is carried out in a quartz reactor with a diameter of 20 and a length of 300 mm at a feed rate of Pinna 21 ml/hour. With increasing reaction temperature from 400 to 500oWith the conversion of Pinna increases from 27 to 97% and the selectivity for dihydromyrcene falls from 68 (425o(C) up to 26%.

The invention solves the problem of increasing the selectivity of the process, reducing the amount of by-products, simplify the selection of the target product.

The problem is solved by a method of catalytic isomerization of CIS-pinane, which is carried out at a temperature of 390-460oWith out using as catalyst the carbon material with a developed surface. As the carbon material used activated carbon Sibunit, filamentous carbon.

The main by-products of ridenow the literature data are increasing the representation of ridenow.

The hallmark of this method is the use as catalyst of carbon materials with a developed surface.

The process of the proposed method allows to obtain dihydromyrcene with selectivity 88-95% conversion 24-35%. The invention is illustrated by the following examples.

Example 1

In running the install through the layer of filamentary carbon (5 g) at a temperature of 390oWith miss a pair of CIS-pinane at a rate of 10 l/h as the carrier gas used argon. Dihydromyrcene from the reaction mass produce rectification. Conversion and product selectivity of the process is indicated in the table.

Examples 2-9

The process was carried out as in example 1, varying the catalyst and the temperature. The data given in the table.

Examples 10-12 illustrate the method on the prototype. The data given in the table.

Data examples indicate the achievement of the objectives.

1. The method of receiving dihydromyrcene catalytic isomerization of CIS-pinane at a temperature of 380-460o, Characterized in that the catalyst used carbon material with a developed surface.

2. The method according to p. 1, otlichalis the

 

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