RU2008144400A - METHOD FOR PRODUCING 5-ACETYLPYRROL-2-CARBOXYLIC ACID METHYL ETHER - Google Patents
METHOD FOR PRODUCING 5-ACETYLPYRROL-2-CARBOXYLIC ACID METHYL ETHER Download PDFInfo
- Publication number
- RU2008144400A RU2008144400A RU2008144400/04A RU2008144400A RU2008144400A RU 2008144400 A RU2008144400 A RU 2008144400A RU 2008144400/04 A RU2008144400/04 A RU 2008144400/04A RU 2008144400 A RU2008144400 A RU 2008144400A RU 2008144400 A RU2008144400 A RU 2008144400A
- Authority
- RU
- Russia
- Prior art keywords
- iron
- acetylpyrrole
- carboxylic acid
- methanol
- acetylpyrrol
- Prior art date
Links
- YRMBXPFUGHFOKT-UHFFFAOYSA-N 5-acetyl-1h-pyrrole-2-carboxylic acid Chemical compound CC(=O)C1=CC=C(C(O)=O)N1 YRMBXPFUGHFOKT-UHFFFAOYSA-N 0.000 title claims abstract 3
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims abstract 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract 12
- IGJQUJNPMOYEJY-UHFFFAOYSA-N 2-acetylpyrrole Chemical compound CC(=O)C1=CC=CN1 IGJQUJNPMOYEJY-UHFFFAOYSA-N 0.000 claims abstract 8
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims abstract 4
- 239000003054 catalyst Substances 0.000 claims abstract 4
- 229910052742 iron Inorganic materials 0.000 claims abstract 4
- 239000007983 Tris buffer Substances 0.000 claims abstract 2
- 229910052786 argon Inorganic materials 0.000 claims abstract 2
- KTWOOEGAPBSYNW-UHFFFAOYSA-N ferrocene Chemical compound [Fe+2].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 KTWOOEGAPBSYNW-UHFFFAOYSA-N 0.000 claims abstract 2
- PVFSDGKDKFSOTB-UHFFFAOYSA-K iron(3+);triacetate Chemical compound [Fe+3].CC([O-])=O.CC([O-])=O.CC([O-])=O PVFSDGKDKFSOTB-UHFFFAOYSA-K 0.000 claims abstract 2
- GYCHYNMREWYSKH-UHFFFAOYSA-L iron(ii) bromide Chemical compound [Fe+2].[Br-].[Br-] GYCHYNMREWYSKH-UHFFFAOYSA-L 0.000 claims abstract 2
- LZKLAOYSENRNKR-LNTINUHCSA-N iron;(z)-4-oxoniumylidenepent-2-en-2-olate Chemical compound [Fe].C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O LZKLAOYSENRNKR-LNTINUHCSA-N 0.000 claims abstract 2
- 150000004702 methyl esters Chemical class 0.000 claims abstract 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 abstract 4
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Pyrrole Compounds (AREA)
Abstract
Способ получения метилового эфира 5-ацетилпиррол-2-карбоновой кислоты формулы ! ! характеризующийся тем, что 2-ацетилпиррол подвергают взаимодействию с ССl4 и метанолом в автоклаве под аргоном в присутствии железосодержащего катализатора, выбранного из группы, включающей ферроцен (Fe(C5H5)2), трис(2,4-пентанодионато)железа (Fе(асас)3), бромид железа (FeBr2), ацетат железа (Fe(CH3COO)2) при мольном соотношении [катализатор]:[2-ацетилпиррол]:[ССl4]:[метанол]=1:100:375÷1500:3250÷9750, при температуре 80-95°С в течение 3-6 ч. The method of obtaining methyl ester of 5-acetylpyrrole-2-carboxylic acid of the formula! ! characterized in that 2-acetylpyrrole is reacted with CCl4 and methanol in an autoclave under argon in the presence of an iron-containing catalyst selected from the group consisting of ferrocene (Fe (C5H5) 2), tris (2,4-pentanodionato) iron (Fe (acac) 3), iron bromide (FeBr2), iron acetate (Fe (CH3COO) 2) at a molar ratio [catalyst]: [2-acetylpyrrole]: [CCl4]: [methanol] = 1: 100: 375 ÷ 1500: 3250 ÷ 9750 at a temperature of 80-95 ° C for 3-6 hours
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| RU2008144400/04A RU2404162C2 (en) | 2008-11-10 | 2008-11-10 | 5-acetylpyrrole-2-carboxylic acid methyl ether synthesis method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| RU2008144400/04A RU2404162C2 (en) | 2008-11-10 | 2008-11-10 | 5-acetylpyrrole-2-carboxylic acid methyl ether synthesis method |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2008144400A true RU2008144400A (en) | 2010-05-20 |
| RU2404162C2 RU2404162C2 (en) | 2010-11-20 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2008144400/04A RU2404162C2 (en) | 2008-11-10 | 2008-11-10 | 5-acetylpyrrole-2-carboxylic acid methyl ether synthesis method |
Country Status (1)
| Country | Link |
|---|---|
| RU (1) | RU2404162C2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114773298A (en) * | 2017-01-12 | 2022-07-22 | 中国科学院宁波材料技术与工程研究所 | Preparation method of 2, 5-disubstituted furan compound |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108299270B (en) * | 2017-01-12 | 2021-08-17 | 中国科学院宁波材料技术与工程研究所 | A kind of preparation method of double substituted pyrrole compound |
| CN108299356A (en) * | 2017-01-12 | 2018-07-20 | 中国科学院宁波材料技术与工程研究所 | A kind of preparation method of furandicarboxylic acid compound |
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2008
- 2008-11-10 RU RU2008144400/04A patent/RU2404162C2/en not_active IP Right Cessation
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114773298A (en) * | 2017-01-12 | 2022-07-22 | 中国科学院宁波材料技术与工程研究所 | Preparation method of 2, 5-disubstituted furan compound |
Also Published As
| Publication number | Publication date |
|---|---|
| RU2404162C2 (en) | 2010-11-20 |
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| MM4A | The patent is invalid due to non-payment of fees |
Effective date: 20101111 |