SU199864A1 - METHOD OF OBTAINING a-SUBSTITUTED UBUTYROLARAKTON-Y-CARBONIC ACIDS - Google Patents
METHOD OF OBTAINING a-SUBSTITUTED UBUTYROLARAKTON-Y-CARBONIC ACIDSInfo
- Publication number
- SU199864A1 SU199864A1 SU1086830A SU1086830A SU199864A1 SU 199864 A1 SU199864 A1 SU 199864A1 SU 1086830 A SU1086830 A SU 1086830A SU 1086830 A SU1086830 A SU 1086830A SU 199864 A1 SU199864 A1 SU 199864A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- substituted
- ubutyrolarakton
- obtaining
- carbonic acids
- acids
- Prior art date
Links
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 235000011054 acetic acid Nutrition 0.000 description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- 150000001243 acetic acids Chemical class 0.000 description 2
- WFDIJRYMOXRFFG-UHFFFAOYSA-N acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L na2so4 Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
Description
Известный способ получени «-замещенных Y-бyтиpoлaктoн-Y-кapбoнoвыx кислот состоит в окислении замещенных YY-Дихлораллилуксусных кислот перекисью водорода в уксусном ангидриде.A known method for the production of " -substituted Y-butirolactone-Y-carboxylic acids consists in the oxidation of substituted YY-Dichloroyl-acetic acids with hydrogen peroxide in acetic anhydride.
С целью увеличени выхода продукта, предлагаетс окисл ть замещенные Y YДиxлopaллилуксусные кислоты бромом в 90-96о/о-ной серной кислоте. Выход продукта при этом 85-950/0.In order to increase the yield of the product, it is proposed to oxidize the substituted Y Y dichloroacetic acetic acids with bromine in 90-96 ° / o-sulfuric acid. The product yield in this case is 85-950 / 0.
Пример. В колбу помещают 10 г (0,05 моль) этил-у,у-Дихлораллилуксусной кислоты и по капл м при перемещивании и охлаждении добавл ют к ней смесь 10-20 мл 950/о-ной серной кислоты с 8 г (0,05 моль) брома. При комнатной температуре реакционную массу перемещивают до полного обесцвечивани , затем ее выливают в 50 мл лед ной воды, отдел ют масл нистый слой, а водный экстрагируют эфиром, присоедин ют к основному масл ному слою, промывают раствором соды и высушивают сульфатом натри . ПослеExample. 10 g (0.05 mol) of ethyl y, y-dichloroallyl acetic acid are placed in a flask and a mixture of 10–20 ml of 950 / o-sulfuric acid with 8 g (0.05 g) is added dropwise to it while moving and cooling. mole) bromine. At room temperature, the reaction mass is transferred to complete discoloration, then it is poured into 50 ml of ice water, the oily layer is separated, and the aqueous layer is extracted with ether, added to the basic oil layer, washed with soda solution and dried with sodium sulfate. After
ЭТОГО удал ют эфир, а остаток перегон ют в вакууме, собира фракцию 168-172°С/3 мм, кристаллизующуюс в желтоватые кристаллы а-этил-у-бутиролактон- -карбоновой кислоты .The ether is removed and the residue is distilled in vacuo to collect a fraction of 168-172 ° C / 3 mm, which crystallizes into yellowish α-ethyl-y-butyrolactone-carboxylic acid crystals.
Выход продукта 7,2 г (90о/о от теории), после перекристаллизации из бензола т. пл. 88- 89°С.The yield of the product is 7.2 g (90o / o from theory), after recrystallization from benzene, m. Pl. 88-89 ° C.
C7HloO4.C7HloO4.
Найдено, %: С 53,35; П 6,25. Вычислено, о/о: С 53,16; Н 6,33.Found,%: C 53.35; P 6.25. Calculated, o / o: C 53.16; H 6.33.
Предмет изобретени Subject invention
Способ получени а-замещенных убутиролактон- -карбоновых кислот окислением замещенных у,уДчхлораллилуксусных кислот в кислой среде, отличающийс тем, что, с целью увеличени выхода продукта, в качестве окислител используют бром и процесс ведут в концентрированной серной кислоте.The method of producing a-substituted ubutirolactone-carboxylic acids by oxidation of the substituted u, chloroallyl acetic acids in an acidic medium, characterized in that, in order to increase the yield of the product, bromine is used as an oxidizer and the process is conducted in concentrated sulfuric acid.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU199864A1 true SU199864A1 (en) |
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