![]() Method of producing 1,1,2,3-tetrachloroprene
专利摘要:
A process is disclosed for preparing 1,1,2,3-tetrachloropropene comprising allylic rearrangement of 2,3,3,3-tetrachloropropene using a substantially anhydrous ferric chloride catalyst. Alternatively, 1,1,2,3- tetrachloropropene is prepared by dehydrochlorination of 1,1,1,2,3- pentachloropropane using a ferric chloride catalyst. Process schemes commencing with the preparation of the precursor 1,1,1,3- terachloropropane by reaction of ethylene with carbon tetrachloride are also disclosed. 公开号:SU1470174A3 申请号:SU864000868 申请日:1986-01-06 公开日:1989-03-30 发明作者:Сэнтфорд Вударт Скотт 申请人:Монсанто Компани (Фирма); IPC主号:
专利说明:
(21) 4000868 / 23-04 (62) 3757914 / 23-04 (22) 01/06/86 (23) 07/05/84 (31) 511131 (32) 07/06/83 (33). US (46) 03/30/89. Bup. № 12 (71) Monsanto Company (US) (72) Scott Santford Woodart (US) (53) 547.4,12.2.07 (088.8) (56) USSR inventor's certificate No. 899523, cl. C 07 C 21/04, 1979. (54) METHOD OF OBTAINING 1,1,2,3-TETRA-CHLORPROPEN (57) The invention relates to haloalkenes, relates to a process for the preparation of 1,1,2,3-tetrachloropropene intermediate for the preparation of the tri-aplate herbicide. The goal is to simplify the process. The latter is carried out by dehydrochlorination of 1,1,1,2,3-pentachloropropane in the presence of a catalyst, anhydrous ferric chloride, in an amount of 5-3000 ppm per 1,1,1,2,3-pentachloropropane at 150-200 ° C. The method allows to obtain the target product with a yield of 99% while reducing the number of stages from 2 to 1. § one The invention relates to a process for the preparation of 1,1,2,3-t tetrachloropropene, which is an intermediate product for the preparation of the herbicide triallate. The purpose of the invention is to simplify the process. This method allows to obtain the target product in one stage from 1,1,1,2,3-pentachloropropane, whereas according to the known method, 1,1, 1,2,3-pentachloropropane is first dehydrochlorinated using an alkaline agent, and then isomerized in the 2nd stage on alumina the resulting mixture of isomers 1,1,2,3- and 2,3,3,3-tetrachloropropene to the target product. At the same time, the consumption of an isomerization catalyst, alumina, is significant, which complicates the process. The conversion to 1,1,2,3-tetrachloropropene according to the invention is practically quantitative. The target product idomers either do not form at all, or they are directly converted into the 1,1,2,3-isomer as a result of an allyl rearrangement reaction catalyzed by the presence of iron (III) chloride. In practical management, the target product is separated from the unreacted 1,1,1,3-tetrachloropropane, and the by-products are subjected to fractional distillation or the reaction products can be distilled with steam without first separating the phases, and the separated product is then fractionated. The aqueous phase prior to steam distillation can be neutralized or acidified. Trichloropropenes can be removed from the reaction mass as well, as they are formed by fractional distillation with WATER steam. Unreacted ; ib CM 314701 The 1,1,1,3-tetrachloropropane is returned to the dehydrochlorosurin stage. Example 1. In a 100 ml dry round-bottomed flask equipped with a condenser and a magnetic stirrer, 94.5 g of 1,1,1,2,3-pentachloropropane (purity 92.4%) and 0.26 g are loaded. (26 rrga) ferric chloride (111). The mixture is heated and stirred 7h Q at 164 ° C. During the reaction, inhalation of HC1 gas, which is absorbed directly by water. After cooling, g is obtained as a product, which according to the analysis contains 93.5% by weight of 1,1,2,3-tetrachloropropene and 0.58% by weight of starting material. This corresponds to a conversion of 99.5% and is in fact a quantitative yield. Example 2. B. A dry round single flask equipped with a condenser and a magnetic stirrer is charged with 1,1, 1,2,3-pentachloropropane and 5 ppm of anhydrous ferric chloride. The mixture is heated and stirred for 250 hours at 200 ° C. During the reaction, gaseous HC1 is released, which is absorbed directly by water. After cooling, the actual quantitative yield of 1,1,2,3-tetrachloropropene is obtained. Example 3. In a dry round-bottomed flask equipped with a condenser and a magnetic stirrer, 1.1 were charged. four 1,2,3-pentachloroprapana and 400 ppm of anhydrous ferric chloride. The mixture is heated and stirred at 185 ° C for 12 hours. During the reaction, gaseous HC1 is released, which is absorbed directly by water. After cooling, an actual quantitative yield of 1,1,2,3-tetrachloropropene is obtained. Note 8r4. 1.1, 1,2,3-pentachloropropane and 3000 ppm of anhydrous ferric chloride are loaded into a dry round-bottomed flask equipped with a condenser and a magnetic stirrer. The mixture is heated and stirred for 20 hours at 150 ° C. During the reaction, gaseous HC1 is released, which is absorbed by water. After cooling, an actual quantitative yield of 1,1, 2,3-tetrachloropropene is obtained.
权利要求:
Claims (1) [1] Invention Formula The method for preparing 1,1,2,3-tetra-ohlpropropene by dehydrochlorination .1,1,1,2,3-pentachloropropane at elevated temperatures in the presence of a catalyst, is different in that, in order to simplify the process, Anhydrous ferric chloride in the amount of 5–3000 ppm per 1.1,1,2,3-pentachloropro-an is taken as a catalyst and the process is carried out at 150–200 ° C.
类似技术:
公开号 | 公开日 | 专利标题 SU1470174A3|1989-03-30|Method of producing 1,1,2,3-tetrachloroprene US4650914A|1987-03-17|Process for producing 1,1,2,3-tetrachloropropene Keglevich et al.1988|Synthesis of dihydrophosphorins by the thermal transformation of phosphole-dichlorocarbene adducts SU503502A3|1976-02-15|Method for producing 1,4-dichlorobutene -2 and 3,4-dichlorobutene-1 HU186589B|1985-08-28|Process for preparing 1,1-dihalogen-1,2,2,2-tetrafluoro-ethane GB1587390A|1981-04-01|Process for the preparation of four-membered cyclic ketones US4116977A|1978-09-26|Process for producing oxygen-containing cyclic fluoro compound EP0022606B1|1983-01-12|Process for the manufacture of halogenated hydrocarbons EP0197274B1|1989-01-04|Process for the preparation of substituted styrenes US5015790A|1991-05-14|1,1,2-trifluoro-6-iodo-1-hexene, 1,1,2-trifluoro-1,5-hexadiene, and processes therefore EP0022607B1|1983-01-12|Process for the preparation of halogenated hydrocarbons US4210611A|1980-07-01|Halogenated hydrocarbons, useful as insecticide intermediates, and methods for their preparation US2921099A|1960-01-12|Process for the preparation of bromochlorofluoroethanes SU1773901A1|1992-11-07|Method of obtaining benzyl propargilic esters US4122115A|1978-10-24|Preparation of chloro- and bromo-fluoroacetyl chloride SU1728213A1|1992-04-23|Method for 1,1-dichlor-3-phenylpropene preparation US3149108A|1964-09-15|Preparation of derivatives of 1, 4-benzodioxan US2723297A|1955-11-08|Production of 1, 1-difluoro-2, 2-dichloroethylene CA1255697A|1989-06-13|PROCESS FOR PREPARING .alpha.-ARYLACRYLONITRILES SU1355129A3|1987-11-23|Method of producing 2.3-dihydro-2.2-dimethyl- 7 - benzofuranol US3489807A|1970-01-13|Process for the production of fluorinated olefinic compounds SU701984A1|1979-12-05|Method of preparing vinyl chloride SU433125A1|1974-06-25|S110SOB PENTAFLUOROCHLORA1 ^ TONE SU713858A1|1980-02-05|Method of preparing stilbene and its alkylderivatives US3484502A|1969-12-16|Production of 1,5-hexadiene
同族专利:
公开号 | 公开日 ZA845179B|1985-03-27| DK329784D0|1984-07-05| DE3465290D1|1987-09-17| IL72305D0|1984-11-30| SU1452476A3|1989-01-15| US4535194A|1985-08-13| AU3031884A|1985-01-10| HUT34422A|1985-03-28| JPH0247969B2|1990-10-23| CA1230132A|1987-12-08| KR850001144A|1985-03-16| AT28853T|1987-08-15| JPS6036429A|1985-02-25| EP0131560A1|1985-01-16| EP0131560B1|1987-08-12| DK329784A|1985-01-07|
引用文献:
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申请号 | 申请日 | 专利标题 US06/511,131|US4535194A|1983-07-06|1983-07-06|Process for producing 1,1,2,3-tetrachloropropene| 相关专利
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