SU785314A1 - Method of preparing 2,3-butylene-alpha-butoxyethylphosphonate or thiophosphonate - Google Patents

Description

(54) METHOD FOR PREPARING 2,3-BUTYLENE-a / -BUTOXYETHYLPHOSPHONATE OR -THYTHOPHOSPHONATE The invention relates to the field of chemistry of organophosphorus compounds with a C-P bond, namely to a method for producing new 2, 3-butylene-o (gbutoxyethylphosphonate or g-totho-ethylphosphonate or g-to-ethylphosphonate or a method for the preparation of new 2, 3-butylene-o (gbutoxethylphosphonate or gbutoxyethylphosphonate) thiophosphonate in general of the formula CH-O CH-OC Nd, b CHg where X is oxygen or sulfur. Compounds of this class are used as highly effective herbicides and pesticides, additives that impart flame retardancy to the materials and improve the performance of lubricating oils of pharmaceuticals and the extraction of metals. b of obtaining 0,0-dialkyl-S- (oalkoxy) ethyl di-thiophosphates by addition of dialkylites to fractions of a non-catalytic acid code of alcoholic acid to the vinyl alkyl ethers 1. The process proceeds in the absence of catalysts. Also known is a method of producing alkyl esters of alkoxyalkylphosphonic acids by addition of dialkylphosphoric acid by addition of dialkylphosphoric acid by the addition of dialkylphos- phylphosphoric acid. in the presence of peroxide compounds or irradiation of the reaction mixtures with ultraviolet light i2J. However, the cystic acid esters of phosphoric acids were not previously involved in the reaction of the vinylkyl ethers, and the method for preparing 2,3-butylene-1 and -butoxyethylphosphonate or -thiophosphonate, as well as the compounds themselves, is not described in the literature. The aim of the invention is to develop a process for the preparation of 2,3-butylene-ol-butoxyethylphosphonate or -thiophosphonate. The goal is achieved by the described method of obtaining 2,3-wutylene-C-butoxy-methylphosphonate or -thiophosphonate, which consists in the fact that 2, 3-butylene phosphoric or -thiophosphorous acid is reacted with vinyl butyl ether by heating to 80-100 C. phosphorous or -hyphosphorous acids to vinyl alkyl ethers in the absence of a catalyst or irradiation

: It was unexpected, since it is known that dialkylphosphorous and dialkylthiophosphorous acids are not attached to vinyl alkyl esters under JZ ionic catalysis conditions.

The described method is implemented. stages, easy to make, and allows to obtain the desired products with high yield (75-90%).

The target product was confirmed by the data of elemental sortava, IR, NMR, n and P-spectroscopy. ., „,. . ; , .. ,,; -

Example 1. Getting 2,3-butylene- || .-butoxyethylphosphonate.

1.36 g (0.01 m) of 2,3-butylene-phosphorous acid is mixed with 1.00 g (O, 01 m) of vinyl butyl ether and the mixture is heated for 3 hours in a water bath at. The resulting product is distilled in vacuo. Eudel / pot 1.80 g (75%) 2, 3-butylene-otrbyTOKCH ethyl phosphonate. , n HS-IZO C / / 0.1 mm Hg, and 1.4550.34. ° 1.0700. . Found,%:, 83; C 50.99; - H 8.56, - ME 59.84.

Calculated,%: P 13,13; C 50.84, H 8.90; MR 60.29; (fMp 35 ppm field. - T1 p and m e p 2. Preparation of 2,3-butlene- | -butoxyethylthiophosphonate.

1.52 g (0.01 m) 2,3-butylenethiophosphoric. Acid acid is mixed with

four

1.00 g (0.01 M) of vinyl butyl ether and the mixture is heated for 3 hours at 80 q. After that, the reaction product is dispersed under vacuum. 2.27 g (90%) of 2,3-butylene-e (-butroxyethylthiophosphonate. 103-105 ° C / / 0.01 mm Hg) were recovered. According to 1.4755} d | ° l, 0724.

Found,%: P 12.06; C, 47.28; H, 8.25; MR 66.22.

calculated,%: p 12, ZO; C 47.62; H 8.33; M. 66.18. (PIIO M.D.POLYA.

Claims (2)

Invention Formula S A process for the preparation of 2, 3-butylene-c-butxyxyethylphosphonate or -thophosphonate, which states that 2,3-butylenephosphonic acid or -tyophosphorous acid is reacted with vinyl n-butyl ether with heating to 80-100 ° C. Sources of information taken into account in the examination, 1. Pudovik A. N. and others. Reactions at the jJ of a compound of phosphorus-containing compounds q with a mobile hydrogen atom. Sat Reactions and methods for the study of organic compounds. Publishing House Himi, M., 1968, v. 19, p.73. 2. Ibid, p. .4 3. For | k8; 15y “g chy