SU939443A1 - Process for producing 2-phenyl-4(beta-carbmethoxypropionyl) oxazolinone-5 - Google Patents
Process for producing 2-phenyl-4(beta-carbmethoxypropionyl) oxazolinone-5 Download PDFInfo
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- SU939443A1 SU939443A1 SU803225477A SU3225477A SU939443A1 SU 939443 A1 SU939443 A1 SU 939443A1 SU 803225477 A SU803225477 A SU 803225477A SU 3225477 A SU3225477 A SU 3225477A SU 939443 A1 SU939443 A1 SU 939443A1
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- SU
- USSR - Soviet Union
- Prior art keywords
- phenyl
- oxazolinone
- carbmethoxypropionyl
- producing
- beta
- Prior art date
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Description
(5) СПОСОБ ПОЛУЧЕНИЯ 2-ФЕНИЛ- - (|1)-КАРБМЕТОКСИПРОПИОНИЛ)-ОКСАЗОЛИНОНА-5(5) METHOD FOR OBTAINING 2-PHENYL- (1) -CARBMETOXYPROPIONION) -OXASOLINON-5
Изобретение относитсл к способу получени 2-фенил- -(р-карбметоксипропионил )-оксазолинона-5 формулыThis invention relates to a process for the preparation of a 2-phenyl- - (p-carbmethoxypropionyl) -oxazolinone-5 of the formula
СО(СН)СООСК,, WITH (SN) SOOSK ,,
который находит применение в синтезе биологически активных соединений.which is used in the synthesis of biologically active compounds.
Известен способ получени 2-фенил-Ц- (р-карбметоксипропионил -oкcaзoлинoна-5 взаимодействием гиппуровой кислоты с избытком fb -карбометоксипропионилхлорида в -пиколине (-- 0°С с выходом 33% в расчете на (5 -карбометоксипропионилхлорид 1.A known method for producing 2-phenyl-C- (p-carbmethoxypropionyl-oxazolinone-5 by reacting hippuric acid with an excess of fb -carbomethoxypropionyl chloride in -cololine (-0 ° C with a yield of 33% based on (5 -carbomethoxypropionylchloride 1.
Недостатком данного способа вл етс низкий выход целевого продукта.The disadvantage of this method is the low yield of the target product.
Наиболее близок к предлагаемому по технической сущности способ получени 2-фенил- -(Ь -карбметоксипропионил )-оксазолинонл-5 ацилированием 2-фенилоксазолина-5 (Ь -карбметоксипропионилхлоридом в среде -пиколина , вл ющегос растворителем и основанием, при 20С с выходом Closest to the proposed technical essence of the method of obtaining 2-phenyl- - (L-carbomethoxypropionyl) -oxazolinone-5 by acylation of 2-phenyloxazoline-5 (b -carbmethoxypropionyl chloride in a-picoline medium, which is a solvent and base, at 20 ° C.
Однако указанный способ характеризуетс недостаточно высоким выходом целевого продукта.However, this method is not characterized by a high yield of the target product.
Цель изобретени - повышение вы10 хода целевого продуктаThe purpose of the invention is to increase the yield of the target product.
Поставленна цель достигаетс The goal is achieved
способом получени 2-фенил- -{ Ь-карбметоксипропионил )-оксазолинона-5 путем ацилировани 2-фенилоксазолинона-5 fb -карбметоксипропионилхлоридом в присутствии триэтиламина в среде бензола и затем в среде -пиколина в присутствии трифторуксусной кислоты в качестве катализатора.the method for preparing 2-phenyl- - {L-carbmethoxypropionyl) -oxazolinone-5 by acylation of 2-phenyloxazolinone-5 fb -carbmethoxypropionyl chloride in the presence of triethylamine in benzene and then in picanoline in the presence of trifluoroacetate acid as a catalyst.
Процесс ацилировани ведут последовательно в две стадии: вначале в присутствии триэтиламина в среде бензола, а затем в среде Г -пиколина в присутствиит рифторуксуснойThe acylation process is carried out successively in two stages: first, in the presence of triethylamine in benzene medium, and then in Γ-picoline medium in the presence of rifluoroacetic acid.
кислоты в качествекатализатора, чтоacid as a catalyst that
позволлет получатьцелевой продукт с выходом 88,.allows to obtain the target product with the release of 88 ,.
К смеси 2-фенилоксазолинона-5 и рг-кар6метоксипропионилхлорида в бензоле прибавл ют по капл м при перемешивании триэтиламин, перемешивают смесь 1 ч при и послеTo a mixture of 2-phenyloxazolinone-5 and pr-car6methoxypropionyl chloride in benzene, triethylamine is added dropwise with stirring, the mixture is stirred for 1 h at and after
удалени выпавшего хлоргидрата три этиламина и упаривани маточного раствора при охлаждении и перемешивании прибавл ют у-пиколин, содержащий трифторуксусную кислоту, и выдерживают реакционную смесь 6 ч при с последующей обработкой реакционной смеси разбавленной сол ной кис/ютой со льдом и выделением целевого продукта.removing triethylamine hydrochloride and evaporating the mother liquor while cooling and stirring, add y-picoline containing trifluoroacetic acid, and maintain the reaction mixture for 6 hours, followed by treatment of the reaction mixture with diluted hydrochloric acid / ice with ice and isolation of the desired product.
COiCHr)f COOCHCOiCHr) f COOCH
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU803225477A SU939443A1 (en) | 1980-12-30 | 1980-12-30 | Process for producing 2-phenyl-4(beta-carbmethoxypropionyl) oxazolinone-5 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU803225477A SU939443A1 (en) | 1980-12-30 | 1980-12-30 | Process for producing 2-phenyl-4(beta-carbmethoxypropionyl) oxazolinone-5 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU939443A1 true SU939443A1 (en) | 1982-06-30 |
Family
ID=20934747
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU803225477A SU939443A1 (en) | 1980-12-30 | 1980-12-30 | Process for producing 2-phenyl-4(beta-carbmethoxypropionyl) oxazolinone-5 |
Country Status (1)
| Country | Link |
|---|---|
| SU (1) | SU939443A1 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0344963A2 (en) * | 1988-06-03 | 1989-12-06 | Nippon Oil Co. Ltd. | Process for producing oxazolone derivatives |
| WO1998054162A1 (en) * | 1997-06-01 | 1998-12-03 | Finetech Ltd. | PREPARATION OF ALKYL 4,5-DIHYDRO-η,5-DIOXO-2-ARYL-4-OXAZOLEBUTANOATES |
-
1980
- 1980-12-30 SU SU803225477A patent/SU939443A1/en active
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0344963A2 (en) * | 1988-06-03 | 1989-12-06 | Nippon Oil Co. Ltd. | Process for producing oxazolone derivatives |
| WO1998054162A1 (en) * | 1997-06-01 | 1998-12-03 | Finetech Ltd. | PREPARATION OF ALKYL 4,5-DIHYDRO-η,5-DIOXO-2-ARYL-4-OXAZOLEBUTANOATES |
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