SU455950A1 - The method of obtaining cyanhexafluoroisopropyl ether - Google Patents

Description

one

This invention relates to a process for the preparation of cyanhexafluoroisopropyl lyl ether, which can be used as a vinyl monomer, and also serves as a starting compound for the synthesis of epoxides and slanes.

The known method is to obtain heptafluoroisopropyl ether by reacting potassium fluoride with hexafluoroacetone in diglymes by further treating the reaction mass with allply by heating no higher than 90 ° C and isolating the target product by known methods.

Using the known method, based on the reaction of halogenated and unsaturated systems with fluorine or cyan compounds, makes it possible to obtain a compound not described in the literature, cyangexafluoroisopropyl lilyl ether, with valuable properties.

The proposed method is as follows. Hexafluoroacetone is added to a suspension of potassium cyanide in an inert organic solvent, for example diglyme, at a low temperature, preferably at minus 25 ° C. Then the reaction mixture is treated with bromine allyl when heated to no higher than 90 ° C. The desired product is isolated by known techniques. Its yield is 51%.

When Mer. In a three-necked flask with a capacity of 0.5 l, 28.6 g (0.44 mol) of dry potassium cyanide are placed in 300 ml of dpglym. While stirring (temperature - minus 25 ° C), 73 g (0.44 mol) of hexafluoroacetone is added, after which the reaction mixture is allowed to return to room temperature. Then, 53.2 g (0.44 mol) of allyl bromide is poured in and stirred for 10 hours at 80-90 ° C.

The reaction mixture is filtered from the precipitated precipitate of potassium bromide, and the filtrate is poured into three times the amount of ice water. The separated fluorocarbon layer is washed with water, dried calcined

magnesium sulfate and dispersed on a column of glass packing.

Obtain 51.2 g (51% of theoretical)

cyanhexafluoroisopropyl ether.

T. Kip. 89-90 ° C. df 1.2865, 1.3260. MKV

calculated 35.90; MRc found 35.71.

Found,%: C 36.01; 36.20; P 2.23, 2.48; N 5.74, 5.94; F 48.90, 49.40. StNEMORb.

Calculated,%: C 36.10; P 2.16; N 6.00; F 49.80.

3 groups are observed in the NMRN spectrum

lines with chemical shifts of 4.48 ppm

5.30 ppm; and 5.87 ppm, respectively, belonging to the OCH2-group, terminal protons in the double bond, and to the CH group.

In the NMR spectrum, an ODIB signal is observed with a chemical shift of 2.24 ppm relative to the CPPSH, which belongs to two trifluoromethyl groups.

In the IR spectrum, there is an absorption band of 2260 cm, characteristic of the CN-spectrum and 1680 cm-1, characteristic of the CH 2 CH group.

Subject invention

Claims (3)

1. A method for producing cyanesafluoro-isopropyl-ether, characterized by the fact that potassium cyanide is reacted with hexafluoroacetone at a low temperature in an inert organic solvent, followed by treatment of the reaction mixture with allyl bromide when heated to no more than 90 ° C and isolating the target product by known methods. 2. A method according to claim 1, characterized in that diglyme is used as an inert organic solvent. 3. Method according to p. I, 2, characterized in that the interaction of potassium cyanide with hexafluoroacetone is carried out at -25 ° C.