SU363708A1 - Method of producing monoalkyl ether phosphonic acids - Google Patents

Description

one

This invention relates to a process for the preparation of monoalkyl phosphonic acid esters of the general formula

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OR

where R and R are alkyl.

These compounds can be used as extractants, surfactants, and organic phosphorus synthesis intermediates.

A known method for the preparation of mopoalkyl ethers of phosphonic acids by the esterification of phosphonic acids with alcohols in the presence of catalysts, for example boric and phenylmyric acids.

However, this method is characterized by the inaccessibility of phosphonic acids, as well as the need to use a catalyst.

In order to simplify the process, it is proposed to use more available phosphonous acids instead of phosphonic acids, which can be easily and with good yield obtained from olefins and hypophosphites.

The proposed method for the preparation of monoalkyl ethers of phosphonic acids consists in the fact that the phosphonous acid is reacted with the corresponding alcohol, carbon tetrachloride and a tertiary amine, followed by isolation of the target product by known methods.

The process is conducted by heating, preferably to 75-80 ° C.

Example. Hexylphosphonic acid monobutyl ester.

A mixture of 15 g of hexylphosphonic acid,

20.2 g of triethylamine, 7 g of butyl alcohol and 50 ml of carbon tetrachloride are heated under stirring for 3 hours at 75-80 ° C. Next, the mixture is cooled, filtered, and the precipitate is washed in small 1 portions of carbon tetrachloride. 30 ml of concentrated hydrochloric acid is added to the organic layer, agitated, and the system is separated. The aqueous layer was extracted with 50 ml of benzene. The combined organic extracts are washed three times with water (30 L each) saturated with sodium chloride. Next, the organic layer is evaporated in a vacuum water-jet pump and incubated for 20 min at 75-80 ° C / 3-4 mm RT. Art.

Yield 90%; Ex 1.4480; eq. titration found 236, calculated 222.

After distillation, the yield is 65%; m.p. 100-lOS C / lO-- mm Hg. Art. (in the bath); p, 1.4416;

df 0.9930; MR found 59.19; calculated

59.25; eq. titration found 230; calculated 222.

Found,%: C 54.41; 54.38. H 10.43; 10.58. P 14.01; 13.83. SyuNzOZR.

Calculated,%: C 54.05; H 30.36; R 13.96.

Similarly, hexylphosphonic acid isobutyl ester is obtained.

1.4413; d-o

ID 1, -110, u-4 0.9903; MR ,,

Yield 65%: n

found 59.28; calculated 59.25; t. kin. 100 - 105 ° С / 10 - lii of mercury Art. (in the bath); eq. titration found 216; calculated 222.

Found,%: C 54,32; 54.29. H 10.49; 10.51

С оН2зОЗР.

Calculated,%: C 54.05; H 10.36. Subject invention

Claims (2)

1. A process for the preparation of monoalkyl ethers of phosphonic acids, characterized in that, in order to simplify the process, the phosphonistlu acid is reacted with alcohol, carbon tetrachloride and a tertiary amine when heated, followed by separation of the target product by known methods. 2. A method according to claim 1, characterized in that the heating is carried out to 75-80 ° C.