The way to obtain bis-2,3-dibromopropyl ester of methylphosphonic acid

 

(57) Abstract:

The inventive product-bis-2,3-dibromopropyl ester of methylphosphonic acid (C7H13Br4O3P Reagent 1: CH3P(O)Cl2Reagent 2: HO-CH2-CH(Br)CH2Br reaction Conditions: reagent 2 take the number 0,90 0,99 hours of the stoichiometric amount, the process is conducted in petroleum ether in the presence of a tertiary amine, to produce the product by separating the lower layer of the filtrate after filtration Amin. table 1.

The invention relates to organic chemistry and can be used to obtain phosphonates, which can be used to reduce the Flammability of polymeric materials.

A method of obtaining bis-2,3-dibromopropyl ester by the interaction of the acid chloride of methylphosphonic acid with 2,3-dibromopropyl alcohol in the presence of an acceptor of hydrogen chloride (pyridine) in diethyl ether according to the scheme

CH3P(O)Cl2+2CH2BrCHBrCH2OH+2C5H5N->> ->>CH3P(O)(OCH2CHBrCH2Br)2+2C5H5NHCl Allocation of the target product is the sludge separation of hydrochloric acid pyridine multiple is by a multi-stage cleaning and low yield of the target product (15 to 20% of theoretical).

The aim of the invention is to increase the yield of bis-2,3-dibromopropyl ester of methylphosphonic acid and the simplification of its receipt.

The purpose of the invention is achieved by a method of obtaining bis-2,3 - dibromopropyl ester of methylphosphonic acid by reacting the acid chloride of methylphosphonic acid with 2,3-dibromopropyl alcohol in the medium of organic solvent in the presence of an acceptor of hydrogen chloride, followed by separation of the target product, where as solvent use petroleum ether and 2,3-dibromopropyl alcohol take in the amount of 0.90 for 0.99 from stoichiometric, and the selection of the target product is carried out on the filtrate by separating the lower layer, which allows to increase the yield of the target product to 60-67% of theoretical and simplify the method by reducing the number of operations for selection of the target product.

P R I m e R 1 (on the declared object). In a round bottom flask equipped with a stirrer and thermometer, is charged 150 ml petroliana ether, 53 g (0,93 of the stoichiometric amount) of 2,3-dibromopropanol alcohol and 20.7 g of pyridine. To the reaction mixture, cooled to 0oWith, with stirring, poured 17,24 g of acid chloride of methylphosphono the completion of the reaction the precipitate hydrochloric acid pyridine is filtered off, and from the filtrate, representing the two layers are separated, the lower layer of bis-2,3-dibromopropyl ester of methylphosphonic acid. The yield of the target product of 40.4 g (67% of theoretical).

P R I m m e R 2. The method is carried out analogously to example 1.

2,3-Dibromopropyl alcohol take in quantity 49,72 g (0,88 from stoichiometric). The yield of the target product is 28.2 g (49.8% of theoretical).

P R I m e R 3. The method is carried out analogously to example 1.

2,3-Dibromopropyl alcohol take in quantity 55,94 g (0,99 from stoichiometric). The yield of the target product is 67% of theoretical (40,4 g).

P R I m e R 4. The method is carried out analogously to example 1. The acid chloride of methylphosphonic acid taken in the quantity of 40.5 g (0,93 of the stoichiometric amount) as an acceptor of hydrogen chloride take triethylamine in the amount of 20.3 g of the target product Yield 27.8 g (56% of theoretical).

P R I m e R 5 (prototype). In a round bottom flask equipped with a stirrer and thermometer, is charged 150 ml of diethyl ether, was 43.6 g of 2,3-dibromopropanol alcohol and 14 g of pyridine. To the reaction mixture, cooled to 0aboutWith stirring, poured 14.0 g of acid chloride of methylphosphonic acid in Li hydrochloric acid precipitate of pyridine, filtered, the filtrate is evaporated in a water jet vacuum pump. The residue is filtered off again from impurities precipitate pyridine and hydrochloric acid is distilled in a vacuum oil pump. The yield of the target product of 8.4 g (17% of theoretical).

Properties of the target product are listed in the table.

Technical and economic efficiency of the invention is the increase in the yield of bis-2,3-dibromopropyl ester of methylphosphonic acid to 67% of theoretical, compared with 17% in the prototype and in the simplification of its technology. The proposed method is applicable in industry.

The WAY to OBTAIN BIS-2,3-DIBROMOPROPYL ESTER of methylphosphonic ACID interaction dichlorohydrin methylphosphonic acid with 2, 3-dibromopropyl alcohol in the medium of organic solvent in the presence of an acceptor of hydrogen chloride tertiary amine, followed by separation of the target product, wherein 2, 3-dibromopropyl alcohol take in quantity 0,90 0,99 hours of the stoichiometric amount, as solvent use petroleum ether and isolation of the target product is carried out by separation of the lower layer of the filtrate after filtering off balancelog

 

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