SU232235A1 - METHOD OF OBTAINING ALKYL ETHER DICHLOROXY ACID ACID - Google Patents
METHOD OF OBTAINING ALKYL ETHER DICHLOROXY ACID ACIDInfo
- Publication number
- SU232235A1 SU232235A1 SU1173287A SU1173287A SU232235A1 SU 232235 A1 SU232235 A1 SU 232235A1 SU 1173287 A SU1173287 A SU 1173287A SU 1173287 A SU1173287 A SU 1173287A SU 232235 A1 SU232235 A1 SU 232235A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- acid
- dichloroxy
- alkyl ether
- trichlorethylene
- obtaining alkyl
- Prior art date
Links
- 239000002253 acid Substances 0.000 title description 3
- RCJVRSBWZCNNQT-UHFFFAOYSA-N Dichlorine monoxide Chemical compound ClOCl RCJVRSBWZCNNQT-UHFFFAOYSA-N 0.000 title 1
- 150000005215 alkyl ethers Chemical class 0.000 title 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N triclene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 9
- 239000000203 mixture Substances 0.000 description 5
- 239000005977 Ethylene Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 229960005215 dichloroacetic acid Drugs 0.000 description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- HKMLRUAPIDAGIE-UHFFFAOYSA-N methyl 2,2-dichloroacetate Chemical compound COC(=O)C(Cl)Cl HKMLRUAPIDAGIE-UHFFFAOYSA-N 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 2
- 150000004702 methyl esters Chemical class 0.000 description 2
- HFFLGKNGCAIQMO-UHFFFAOYSA-N Chloral Chemical compound ClC(Cl)(Cl)C=O HFFLGKNGCAIQMO-UHFFFAOYSA-N 0.000 description 1
- WIIZWVCIJKGZOK-RKDXNWHRSA-N Chloramphenicol Chemical compound ClC(Cl)C(=O)N[C@H](CO)[C@H](O)C1=CC=C([N+]([O-])=O)C=C1 WIIZWVCIJKGZOK-RKDXNWHRSA-N 0.000 description 1
- 229960005091 Chloramphenicol Drugs 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 125000005233 alkylalcohol group Chemical group 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 230000003115 biocidal Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L cacl2 Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000005057 refrigeration Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing Effects 0.000 description 1
- 229960002415 trichloroethylene Drugs 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Description
Изобретение относитс к области получени алкиловых эфиров дихлоруксусной кислоты, один из которых - метиловый эфир - имеет большое значение в ироизводстве левомицетина , ванного антибиотика, а также в лакокрасочной промышленности.The invention relates to the field of the production of dichloroacetic acid alkyl esters, one of which is methyl ester, which is of great importance in the production of chloramphenicol, an antibiotic, as well as in the paint industry.
Известные способы получени указанных эфиров, основанные на этерификации хлорал , не дают высоких выходов целевого продукта .Known methods for the preparation of these esters, based on the esterification of chloral, do not give high yields of the desired product.
С целью повышени выхода алкиловых эфиров дихлоруксусной КИСЛОТЫ, предлагаетс трихлорокись этилена подвергать взаимодействию с алкиловым спиртом. При этом выдел етс большое количество тепла, которое необходимо отводить. Процесс лучше проводить со скоростью, равной скорости теплоотвода.In order to increase the yield of dichloroacetic acid alkyl esters, ethylene trichloride is proposed to be reacted with an alkyl alcohol. This releases a large amount of heat that must be removed. The process is best carried out with a speed equal to the speed of the heat sink.
Дл проведени способа можно использовать техническую смесь, содержашую окись трихлорэтилена (70-80%) и трихлорэтилен, который после окончани реакции легко отделить ректификацией, так как т. кип. трихлорэтилена 87,7°С, а эфира - 143°С. Синтез ведут в колбе с магнитной мешалкой, обратным холодильииком , который соединен с поглотительными скл нками, и мерным цил 1ндром.For carrying out the process, a technical mixture can be used, containing trichlorethylene oxide (70-80%) and trichlorethylene, which, after the termination of the reaction, is easily separated by distillation, since so bp. trichlorethylene 87.7 ° C, and ether - 143 ° C. Synthesis is carried out in a flask with a magnetic stirrer, a reverse refrigeration unit, which is connected to the absorption flasks, and a measuring cylinder.
спирт при непрерывном перемешивании. Ekiдел юшийс НС поглошаетс в скл нках в:) , а ИСХОДНЫ : cniipT и окись, конденсиру сь в холодильнике, возвраи;аютс в )еакцию.alcohol with continuous stirring. Some of the youngest NAs are absorbed in the glass in :), and THE INITIAL: cniipT and oxide condense in the refrigerator, return; they come in).
Анализ конечных целевых иродуктов хроматографией показывает, что иримеси иобочных продуктов меньше 0,5%.The analysis of the final target and products by chromatography shows that the mixtures and common products are less than 0.5%.
Пример. В реакциониый загру.кают 1П5 г продуктов окислени трихло 1этилена , состо ших из 67% окиси трихло ээтилена и 33Vci трихлорэтилена, п добавл ют иостепениз ири интенсивном иеремеиывании 272 г метглового сппрта. После проведени реакции вос полученной смеси в реакторе 1100 г. Выделипшиес продукты (287 г смеси) состо т из хлористого водорода, метилового сппрта и трихлорэтилена . Реакционна масса содержит 66,3% метилового эфира дихлоруксусной кислоты , 25,4з/с трихлорэтилена и 9,3% метилового спирта. 728 г метилового эфира дихлоруксусной КИСЛОТЫ, наход щиес в массе, указывают на то, что oKiiCb трихлорэтилена при взаимодействии с метиловым сииртом количественно псреходпт в метиловый эфир.Example. 1P5 g of the trichlo 1 ethylene oxidation products, consisting of 67% trichlo oxide of ethylene and 33Vci of trichlorethylene, are added to the reaction mixture and n is added and subjected to an intensive drying of 272 g of methyl acid. After reacting the wax, the mixture obtained in the reactor is 1100 g. The isolated product (287 g of the mixture) consists of hydrogen chloride, methyl sprit and trichlorethylene. The reaction mass contains 66.3% dichloroacetic acid methyl ester, 25.4z / s trichlorethylene and 9.3% methyl alcohol. 728 g of dichloroacetic acid methyl ester, present in bulk, indicate that oKiiCb of trichlorethylene, when interacting with methyl ort, quantitatively pspret into methyl ester.
Реакционную массу промывают водой и сушат хлористым кальцием. Получаема таким образом с.месь состоит из трихлорэтилена и метилового эфира дихлоруксусноГ кислоть, причем количество иоследнего 75%. 3 Предмет изобретени . 1. Сиособ иолучёии алкиловых эфиров дихлоруксусной кислоты, отличающийс тем, что, с целью повышени выхода целевого иордукта,5 трихлорокись этилена подвергают взаимодей4 ствию с алкиловым сииртом с неирерывным отводом выдел ющегос тепла. 2. Способ по п. 1, отличающийс тем, что процесс ведут со скоростью, равной скорости теплоотвода.The reaction mass is washed with water and dried with calcium chloride. The mixture obtained in this way consists of trichlorethylene and dichloroacetic acid methyl ester, the amount being the last 75%. 3 Subject of the invention. 1. The method for the alkylation of dichloroacetic acid alkyl esters, characterized in that, in order to increase the yield of the desired iorduct, 5 ethylene trichloroxide is reacted with alkyl ester with non-continuous removal of the released heat. 2. A method according to claim 1, characterized in that the process is conducted at a rate equal to the speed of the heat sink.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU232235A1 true SU232235A1 (en) |
Family
ID=
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US2425389A (en) | Manufacture of vinyl esters | |
| US4515721A (en) | Process for the production of fatty acid esters of hydroxyalkyl sulfonate salts | |
| CA2393403C (en) | Method for commercial preparation of linoleic acid | |
| US5416239A (en) | Process for the production of fatty ketones | |
| SU232235A1 (en) | METHOD OF OBTAINING ALKYL ETHER DICHLOROXY ACID ACID | |
| US2457225A (en) | Preparation of acrylates | |
| IE47316B1 (en) | Process for the manufacture of fatty acid nitriles and glycerol from glycerides,especially from natural fats and oils | |
| Price et al. | The Reaction of Methyl Radicals with Isobutyryl and α-Deuteroisobutyryl Chlorides | |
| JPH01199936A (en) | Production of partial ester of pentaerythritol | |
| US3291816A (en) | Dehydration of lesquerolates | |
| SU206577A1 (en) | METHOD FOR OBTAINING THE UNDERTAINABLE 1 ACRYLIC ACID ESTERS | |
| US2428755A (en) | Preparation of ethyl fluosulfonate | |
| US2551674A (en) | Manufacture of beta-phenylpropionic acid | |
| SU197563A1 (en) | METHOD OF OBTAINING PEREXIDE ETHERS | |
| SU231409A1 (en) | ||
| SU163751A1 (en) | METHOD OF OBTAINING PLASTICIZERS | |
| SU418469A1 (en) | METHOD FOR OBTAINING DERIVATIVE PERFLUOROUS CARBONIC ACID DERIVATIVES | |
| SU451687A1 (en) | Method for producing organic peroxide compounds | |
| SU218151A1 (en) | METHOD OF OBTAINING a., A-DICHLOR-5, y-and y, y-DIPHENYL-y-BUTYROLACT. | |
| SU401663A1 (en) | METHOD OF OBTAINING a-ALKYL-a-CARBETOXI-a- | |
| SU163617A1 (en) | Method of producing alkylene dichlorophosphine oxides and 1,2-dichloroalkanes | |
| SU1616895A1 (en) | Method of producing benzylacetate | |
| SU825497A1 (en) | Method of preparing tetrachlorophthaleic acids or tetrachlorophthaleic anhydride | |
| SU293339A1 (en) | METHOD OF OBTAINING ADIPINIC ACID DERIVATIVES | |
| SU891631A1 (en) | Method of producing methacrylic acid |