SU186452A1 - METHOD FOR PRODUCING METHYL ETHER OF UNDERCYLIC ACID - Google Patents
METHOD FOR PRODUCING METHYL ETHER OF UNDERCYLIC ACIDInfo
- Publication number
- SU186452A1 SU186452A1 SU949032A SU949032A SU186452A1 SU 186452 A1 SU186452 A1 SU 186452A1 SU 949032 A SU949032 A SU 949032A SU 949032 A SU949032 A SU 949032A SU 186452 A1 SU186452 A1 SU 186452A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- acid
- undercylic
- methyl ether
- producing methyl
- producing
- Prior art date
Links
- 239000002253 acid Substances 0.000 title description 6
- 238000004519 manufacturing process Methods 0.000 title description 3
- LCGLNKUTAGEVQW-UHFFFAOYSA-N dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 title 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- WETWJCDKMRHUPV-UHFFFAOYSA-N Acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 description 4
- 239000012346 acetyl chloride Substances 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 3
- FRPZMMHWLSIFAZ-UHFFFAOYSA-N Undecylenic acid Chemical compound OC(=O)CCCCCCCCC=C FRPZMMHWLSIFAZ-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- KISVAASFGZJBCY-UHFFFAOYSA-N methyl undecenate Chemical compound COC(=O)CCCCCCCCC=C KISVAASFGZJBCY-UHFFFAOYSA-N 0.000 description 2
- 229960002703 undecylenic acid Drugs 0.000 description 2
- FRPZMMHWLSIFAZ-UHFFFAOYSA-M 10-undecenoate Chemical compound [O-]C(=O)CCCCCCCCC=C FRPZMMHWLSIFAZ-UHFFFAOYSA-M 0.000 description 1
- 229940075466 Undecylenate Drugs 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L cacl2 Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 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
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
Description
Известен способ получени алкиловых эфирОБ непредельных жирных кислот этерификадией кислот спиртом в присутствии минеральных кислот, например сол ной или серной. При этом выход целевых эфиров низкий, процесс сопровождаетс различными побочными реакци ми, вызывающими изменение в структуре непредельных кислот.A known method for producing alkyl esters of unsaturated fatty acids by esterification of acids with alcohol in the presence of mineral acids, for example, hydrochloric or sulfuric. At the same time, the yield of the target esters is low, the process is accompanied by various side reactions causing a change in the structure of unsaturated acids.
Предложен способ получени метилового эфира ундециленовой кислоты этерификацией ундециленовой кислоты метанолом в безводной среде в присутствии ацетилхлорида. Применение в качестве катализатора ацетилхлорида позвол ет сохранить двойные св зи при реакции , а также повысить выход целевого продукта до 900/0Пример . К раствору 255 г ундециленовойA method is proposed for producing undecylenic acid methyl ester by esterifying undecylenic acid with methanol in an anhydrous medium in the presence of acetyl chloride. The use of acetyl chloride as a catalyst allows one to retain double bonds during the reaction, and also to increase the yield of the target product to 900/0. To a solution of 255 g undecylenic
КИСЛОТЫ в 479 г абсолютного метанола постепенно добавл ют 125 г ацетилхлорида и кип т т в течение 4 час. По окончании реакции смесь сушат над хлористым кальцием, а затем подвергают вакуумной разгонке при 130- 135°С и 20 мм рт. ст. Получают 262 г (90о/о от теории) метилового эфира ундециленовой кислоты .ACIDS in 479 g of absolute methanol, 125 g of acetyl chloride are gradually added and boiled for 4 hours. Upon completion of the reaction, the mixture is dried over calcium chloride, and then subjected to vacuum distillation at 130-135 ° C and 20 mm Hg. Art. Get 262 g (90o / o from theory) of methyl ester of undecylenate acid.
Предмет изобретени Subject invention
Способ получени метилового эфира ундециленовой кислоты путем этерификации ундециленовой кислоты метиловым спиртом в присутствии катализатора, отличающийс тем, что, с целью повышени выхода продукта, в качестве катализатора используют ацетилхлорид и процесс ведут в безводной среде.The method for producing undecylenate methyl ester by esterifying undecylenic acid with methyl alcohol in the presence of a catalyst, characterized in that, in order to increase the yield of the product, acetyl chloride is used as a catalyst and the process is carried out in an anhydrous medium.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU186452A1 true SU186452A1 (en) |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2542388C2 (en) * | 2008-06-03 | 2015-02-20 | В.Ман Фис | Method of obtaining natural 9-decen-2-one by bioconversion of undecylenic acid by means of mould and application in perfumery as food fragrance |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2542388C2 (en) * | 2008-06-03 | 2015-02-20 | В.Ман Фис | Method of obtaining natural 9-decen-2-one by bioconversion of undecylenic acid by means of mould and application in perfumery as food fragrance |
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