• 专利附录
  • 专利说明
  • 权利要求
  • 类似技术
  • 同族专利
  • 引用文献
  • 法律状态
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    • 专利摘要:

    公开号:SU931100A3
    申请号:SU792818058
    申请日:1979-10-02
    公开日:1982-05-23
    发明作者:Кох Манфред；Милденбергер Хильмар
    申请人:Хехст Аг (Фирма)；
    IPC主号:
    专利说明:

    -39
    is reacted with an L-halocarboxylic acid ester, for example, methyl halo-propionic acid ester, when heated in an organic solvent, for example butanol-2, in the presence of an alkali metal carbonate. Yield 51-95. Process duration 10 hours. 33 The disadvantages of the method are the relatively low yield of the target products, the use of expensive starting materials and the duration of the process.
    The purpose of the invention is to increase the yield of target products and intensify the process.
    This goal is achieved by the fact that according to the method of obtaining the derivatives of methyl ester of 1-phenoxy or benzyl -) - phenoxypropionic acid of general formula (I). 2-chloropropionic acid is used as the halo derivative and its interaction with the corresponding phenol is carried out in the presence of NaOH in an organic solvent medium, for example, 8 xylene, toluene, chlorobenzene or dichlorobenzene, the resulting anhydrous sodium salt of the corresponding phenoxypropionic acid is treated with Dimethylsulfato4, taken in an amount of 0 , 50-0.65 mol per 1 mol of the original salt, at 120-150 C.
    Exit 99i + -1 00, O-ё. The duration of the process of 1.0-2.5 hours
    When using low-boiling solvents or diluents for carrying out the process, the process should be carried out under pressure.
    Example 1 Methyl-2- 4- (A-trifluoromethylphenoxy) -phenoxy-propionate
     g of anhydrous sodium salt of 2-1 k-trifluoromethylphenoxy) phenoxy 3-propionate suspended in 1000 ml of xylene is treated with 63 g of dimethyl sulfate at 130 ° C for 5 minutes. After addition at 135 ° C. stirred for another 1 h, then cooled to 85 s, the reaction mixture at this temperature was treated with 200 ml of water and 0.5 ml. and stirred for 10 minutes to separate inorganic shly. After separation of the aqueous phase, xylene is distilled off. Get g megil-2 - C - (-trifluoromethylphenoxy) -phenoxy-propionate with so Kip. / 0.05 mm Hg The content of the pure desired product, according to the gas chromatogram, is 99, -S, and the rest.
    None (unreacted) 0.6%. Exit 99%.
    The starting sodium salt of the corresponding phenoxypropionic acid in Example 5 5 and in the following examples is obtained by reacting 2-chloropropionic acid with the corresponding phenol in an organic solvent, for example, in xylene,
    0 toluene, chlorobenzene or dichlorobenzene, in the presence of NaOH, with an almost quantitative yield without isolating the corresponding sodium salt of the derivative with propionic acid-L 1 from the reaction medium,
    Example 2. Methyl-2- 4- (2, -dichlorophenoxy-phenoxy-propionate. To a g of anhydrous sodium salt of (2,4-dichlorophenoxy) -phenoxy 0-propionate. In 1000 ml of xylene is added at 130 ° C for 5 min. 66.2 g of dimethyl sulfate. After the addition, it is stirred at 138 C for 1 h more, then cooled before and the reaction mixture is treated with 200 ml of water. At 85 ° C, the mixture is stirred intensively for 10 min, then the aqueous phase is separated and the xylene is distilled off. methyl 2- - 2, -dichlorophenoxy-phenoxy-propionate with boiling point 168 ° C / O, 05 mm Hg. The content of the pure desired product is according to az-chromatogram EE E Yield 99.9%.
    The results of using different amounts of dimethyl sulfate per 1 mole of the salt of carboxylic acid are given in Table 1.
    Table 1
    权利要求:
    Claims (3)
    [1]
    The use of other non-polar solvents and the variation of temperature in the range from 120 to 150 s do not have a significant effect on the yield and purity of the target products (Table 2 Table 2 Toluene 120-125 / 2.599.8 9U, (pressurized) Chlorobenzene 132/4 , 5100 99.1 Dichlorobenzene 1 (8/1, 0100 99, Examples, Analogously to Examples 1 and 2, methyl 2- (-chlorophenoxy-phenoxy | -propionate bp., 15 mm Hg; methyl-2 - {} - (-chlorobenzyl1-phenoxy-pro-pionate, m.p. - / 0.07 mm Hg; methyl -2- - 2, -dichlorobenzyl) -phenoxyT-propionate, bp 158-161 C / 0.05 mmHg; methyl 2-L-chloro-i-trifluoromethylfe hydroxy) -phenoxy-propionate, bp 1 ° C / 0.05 mm Hg; methyl 2- k- (A-bromo-2-chlorophenoxy) -phenoc s-propionate, bp 195- 198 ° C / / 0.4 mm Hg; methyl 2-4- (-chloro-2-nitrophenoxy-phenoxy} -propionate, bp 22 -300 ° C / 3.0 mm Hg. The yield in the examples is more, the gas-chromatographic purity of the target products is in the range of 98.9-99.5%. 0 6 Invention The method of obtaining the methyl ester derivatives (phenoxy or benzyl -) phenoxypropionic acid of the general formula (1 ) (f / j I fQ OCH-C where R is the same or different and means halogen, nitro. or trifluoromethyl group py; X is oxygen or -CH2-group; or 2, using the interaction of the corresponding phenol with the halogen derivative in the environment of an organic solvent, characterized in that, in order to increase the yield of the target products and intensify the process, 2-chloropropionic acid is used as the halide derivative and its interaction with the corresponding phenol is carried out in the presence of NaOH, the resulting the anhydrous sodium salt of the corresponding phenoxypropionic acid is treated with dimethyl sulfate, taken in an amount of 0.50-0.65 mol per 1 mol of the starting salt, at 12 0-150 ° C. Sources of information taken into account in the examination I. Hirwe U.N., Thakor Y.M., Jadhav G.V. .. ard Chah A modified method of esterification of aromatic carboxylic acids, I. Uni v.Bombay, 195ii Sect.A, V.22 ,, Pt 5, p ..
    [2]
    2. Zeynalov B.K., Panteeva I.A. Investigation of the reactions of alkylation of fatty acid salts of diethyl sulfate in an aqueous medium. Sat W Vses. meeting on synthetic fat substitute m, surface act. substances and detergents BatV. Schebekino, 19b5, pp.225-229.
    [3]
    3. Patent of Germany No. 2136828, cl. C 07 C 59/25, 1978 (prototype).
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    CN109180491A|2018-10-29|2019-01-11|淮安万邦香料工业有限公司|A kind of synthetic method of pineapple ether|
    法律状态:
    优先权:
    申请号 | 申请日 | 专利标题
    DE19782843184|DE2843184A1|1978-10-04|1978-10-04|METHOD FOR PRODUCINGPHENOXIPROPIONIC ACID METHYL ESTERS|
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