SU35832A1 - Method for preparing lactone-beta-hydroxy-ethyl acetoacetic acid and gamma-acetopropyl alcohol - Google Patents
Method for preparing lactone-beta-hydroxy-ethyl acetoacetic acid and gamma-acetopropyl alcoholInfo
- Publication number
- SU35832A1 SU35832A1 SU129819A SU129819A SU35832A1 SU 35832 A1 SU35832 A1 SU 35832A1 SU 129819 A SU129819 A SU 129819A SU 129819 A SU129819 A SU 129819A SU 35832 A1 SU35832 A1 SU 35832A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- alcohol
- gamma
- beta
- hydroxy
- acetoacetic acid
- Prior art date
Links
- WDJHALXBUFZDSR-UHFFFAOYSA-N Acetoacetic acid Natural products CC(=O)CC(O)=O WDJHALXBUFZDSR-UHFFFAOYSA-N 0.000 title description 3
- 238000000034 method Methods 0.000 title description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- JSHPTIGHEWEXRW-UHFFFAOYSA-N 5-hydroxypentan-2-one Chemical compound CC(=O)CCCO JSHPTIGHEWEXRW-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 150000002596 lactones Chemical class 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- -1 acetoacetic acid lactone Chemical class 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 229940072033 potash Drugs 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- BHZOKUMUHVTPBX-UHFFFAOYSA-M sodium acetic acid acetate Chemical compound [Na+].CC(O)=O.CC([O-])=O BHZOKUMUHVTPBX-UHFFFAOYSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 210000004243 sweat Anatomy 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Description
иловыи спирт получаетс с прекрасСхема превращени выражаетс следующими формулами: СН,.СНз СНзSulfur alcohol is obtained from the beautiful Conversion Scheme is expressed by the following formulas: CH, CH 3 CH 3
СИЛSIL
С-ОМаS-OMa
11 + 11 +
IОхIOx
сн, СНsn
СООСгН,-SOOSGN, -
Ацетопропиловый спирт находит применение дл синтеза фармацевтических препаратов (напр. „Плазмохин, „Дтебрин ), а также дл синтеза парфюмерных веществ и проч.Acetopropyl alcohol is used for the synthesis of pharmaceutical preparations (for example, “Plasmokhin,“ Detrin ”), as well as for the synthesis of perfumery substances, and so on.
Пример 1. .К спиртовому раствору натрацетуксусного эфира, приготовленному обычным способом из 130 г ацетоуксусного эфира, 28 г натри и 400 см .абсолютного спирта, прибавл етс при охлаждении и размещивании 44 г окисиExample 1. To an alcohol solution of sodium acetate acetic acid prepared in the usual way from 130 g of acetoacetic ether, 28 g of sodium and 400 cm. Of absolute alcohol, 44 g of oxide is added during cooling and placement
(73); :, - (73); :,,
СНзSNS
соwith
СН.CH.
СН-СНгCH-SNg
4 СН,4 CH,
СНоBUT
I сн.он.I d.on.
I со-оI co-oh
этилена, растворенной в 50 c.t абсолютного спирта. После суточного сто ни реакционной смеси спирт отгоннстс в вакууме, остающа с густа масса разлагаетс 300 г концентрированной сол ной кислоты 1, 18 в 600 о/ асды, и раствор кип титс несколько часоп до окончани выделени углекислоты. Раствор насыщаетс потащем, гцетопропиловый спирт извлекаетс эфиром, сушитс в эфире поташем и фракционируртс а вакууме. Температура кипени при 30 мм 115-11бethylene dissolved in 50 c.t of absolute alcohol. After standing for a day, the alcohol is distilled off in a vacuum, the remaining mass decomposes 300 g of concentrated hydrochloric acid 1, 18 to 600 o / d, and the solution boils for a few hours until the end of the carbon dioxide evolution. The solution is saturated with sweat, the acetopropyl alcohol is extracted with ether, dried with ether, poured and fractionated under vacuum. Boiling point at 30 mm 115-11b
Пример 2. Продукт реакции, приготоБленнын , как в примере 1, после отгонки спирта и разложени сол ной кислотой извлекаетс эфиром и фракционировкой в вакууме выдел етс лактон Р-ОКСИЭТЙЛ ацетоуксусной кислоты. Температура кипени при 30 .м 142-143. Лактон омыл етс кип чением с воднык поташем, и ацетопропиловый спирт выдел етс , как в примере,.Example 2. The reaction product, as described in Example 1, after distillation of the alcohol and decomposition with hydrochloric acid is extracted with ether and fractionation in vacuo gives off P-OXYTYLE acetoacetic acid lactone. Boiling point at 30 m. 142-143. The lactone is washed by boiling with water and potash, and acetopropyl alcohol is released as in the example.
Предмет изобретени . Способ получени лактона Г-5-оксиэтил-ацетоуксусной кислоты и у-оцетопропилового спирта, отличающийс тем, что на натрацетоуксусный эфир в растворе органического растаорител действуют окисью этилена и после отгонки растворител выдел ют лактон или же омыл ют, не выдел его кислотой или щелочью, после чего полученный спирт отдел ют обычным образом.The subject matter of the invention. The method of producing lactone G-5-hydroxyethyl acetoacetic acid and y-ocetopropyl alcohol, characterized in that the sodium acetoacetic ester in the organic solvent solution is acted upon with ethylene oxide and after distilling off the solvent, the lactone is extracted or is washed, not separated by acid or alkali, the resulting alcohol is then separated in the usual manner.
-..г ;, - .. g;,
..-:...- :.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU35832A1 true SU35832A1 (en) | 1934-04-30 |
Family
ID=
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