ES2057444T3 - Procedimiento para la eliminacion de fluoruro de hidrogeno de mezclas que contienen cetonas aromaticas. - Google Patents
Procedimiento para la eliminacion de fluoruro de hidrogeno de mezclas que contienen cetonas aromaticas.Info
- Publication number
- ES2057444T3 ES2057444T3 ES90313103T ES90313103T ES2057444T3 ES 2057444 T3 ES2057444 T3 ES 2057444T3 ES 90313103 T ES90313103 T ES 90313103T ES 90313103 T ES90313103 T ES 90313103T ES 2057444 T3 ES2057444 T3 ES 2057444T3
- Authority
- ES
- Spain
- Prior art keywords
- mixture
- anhydride
- carboxylic acid
- fluoride
- acyl fluoride
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 title abstract 10
- 239000000203 mixture Substances 0.000 title abstract 10
- 229910000040 hydrogen fluoride Inorganic materials 0.000 title abstract 9
- 150000008365 aromatic ketones Chemical class 0.000 title abstract 5
- 238000000034 method Methods 0.000 title abstract 3
- 230000008030 elimination Effects 0.000 title 1
- 238000003379 elimination reaction Methods 0.000 title 1
- 150000001265 acyl fluorides Chemical class 0.000 abstract 5
- 150000008064 anhydrides Chemical class 0.000 abstract 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 3
- -1 acetic anhydride Chemical class 0.000 abstract 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 3
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 abstract 2
- KEAGRYYGYWZVPC-UHFFFAOYSA-N 1-[4-(2-methylpropyl)phenyl]ethanone Chemical compound CC(C)CC1=CC=C(C(C)=O)C=C1 KEAGRYYGYWZVPC-UHFFFAOYSA-N 0.000 abstract 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical group [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 abstract 1
- 238000005863 Friedel-Crafts acylation reaction Methods 0.000 abstract 1
- 150000001491 aromatic compounds Chemical class 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- AOMUALOCHQKUCD-UHFFFAOYSA-N dodecyl 4-chloro-3-[[3-(4-methoxyphenyl)-3-oxopropanoyl]amino]benzoate Chemical compound CCCCCCCCCCCCOC(=O)C1=CC=C(Cl)C(NC(=O)CC(=O)C=2C=CC(OC)=CC=2)=C1 AOMUALOCHQKUCD-UHFFFAOYSA-N 0.000 abstract 1
- KXUHSQYYJYAXGZ-UHFFFAOYSA-N isobutylbenzene Chemical compound CC(C)CC1=CC=CC=C1 KXUHSQYYJYAXGZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/58—Preparation of carboxylic acid halides
- C07C51/64—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/58—Preparation of carboxylic acid halides
- C07C51/60—Preparation of carboxylic acid halides by conversion of carboxylic acids or their anhydrides or esters, lactones, salts into halides with the same carboxylic acid part
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
- C07C45/46—Friedel-Crafts reactions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
- C07C45/85—Separation; Purification; Stabilisation; Use of additives by treatment giving rise to a chemical modification
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- C07C2527/06—Halogens; Compounds thereof
- C07C2527/08—Halides
- C07C2527/12—Fluorides
- C07C2527/1206—Hydrogen fluoride
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
- Hydrogen, Water And Hydrids (AREA)
Abstract
SE PROPORCIONA UN METODO PARA SEPARAR EL FLUORURO DE HIDROGENO (HF) DE UNA MEZCLA QUE COMPRENDE HF COMPLEJO CON UNA CETONA AROMATICA EN LA QUE EL ATOMO DE CETO CARBONO ESTA UNIDO DIRECTAMENTE A UN ATOMO DE ANILLO DE CARBONO AROMATICO, POR EJ: 4-ISOBUTILACETOFENONA, AÑADIENDO UN ANHIDRIDO ACIDO CARBOXILICO, POR EJ: ANHIDRIDO ACETICO A LA MEZCLA MIENTRAS SE MANTIENE EN CONDICIONES SUFICIENTES PARA SOSTENER UNA REACCION ENTRE EL ANHIDRIDO Y EL HF PARA FORMAR EL CORRESPONDIENTE ACIL FLUORUROFD, POR EJ: ACETIL FLUORURO Y ACIDO CARBOXILICO, POR EJ: ACIDO ACETICO Y SEPARANDO EL ACIL FLUORURO DE LA MEZCLA. EL METODO SE REALIZARA CONVENIENTEMENTE EN UNA COLUMNA LISTADA CERCA DE CUYA PARTE SUPERIOR LA MEZCLA COMPRENDE UNA CETONA AROMATICA Y SE ALIMENTA EL HF, Y EN LA PARTE INFERIOR SE ALIMENTARA EL ANHIDRIDO. ENTRE ESTOS DOS PUNTOS DE ALIMENTACION SE SEPARA EL HF INCOMPLEJO DE LA MEZCLA MIENTRAS QUE EN LA PARTE INFERIOR EL PUNTO O PUNTOS DE ALIMENTACION DEL ANHIDRIDO, ESTE REACCIONA CON EL HF COMPLEJO PARA FORMAR EL ACIL FLUORURO QUE SE SEPARA A SU VEZ DE LA MEZCLA, Y EL ACIDO CARBOXILICO. EL METODO DE SEPARACION PODRA INTEGRARSE CON LA PRODUCCION DE LA CETONA AROMATICA MEDIANTE LA ACILACION FRIEDEL-CRAFTS DE UN COMPUESTO AROMATICO, POR EJ: ISOBUTILBENCENO CON UN ACIL FLUORURO, UN ANHIDRIDO ACIDO CARBOXILICO, UN ACIDO CARBOXILICO LIBRE O UNA MEZCLA DE LOS REACTANTES ANTERIORES, UTILIZANDO UN EXCEDENTE DEL HF COMO CATALIZADOR PARA PRODUCIR UNA MEZCLA QUE COMPRENDE UNA CETONA AROMATICA Y HF A SEPARAR, Y CUYO HF SEPARADO Y EN ALGUNOS CASOS EL ACIL FLUORURO PODRAN RECICLARSE.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/445,055 US4990681A (en) | 1989-12-04 | 1989-12-04 | Method for removing hydrogen fluoride from mixtures comprising aromatic ketones |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2057444T3 true ES2057444T3 (es) | 1994-10-16 |
Family
ID=23767438
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES90313103T Expired - Lifetime ES2057444T3 (es) | 1989-12-04 | 1990-12-03 | Procedimiento para la eliminacion de fluoruro de hidrogeno de mezclas que contienen cetonas aromaticas. |
Country Status (15)
| Country | Link |
|---|---|
| US (2) | US4990681A (es) |
| EP (1) | EP0431869B1 (es) |
| JP (1) | JPH0635413B2 (es) |
| KR (1) | KR910011734A (es) |
| CN (1) | CN1052299A (es) |
| AT (1) | ATE109447T1 (es) |
| BR (1) | BR9006081A (es) |
| CA (1) | CA2030321C (es) |
| DE (1) | DE69011290T2 (es) |
| DK (1) | DK0431869T3 (es) |
| ES (1) | ES2057444T3 (es) |
| HU (1) | HUT56332A (es) |
| IE (1) | IE62516B1 (es) |
| PL (1) | PL287990A1 (es) |
| TR (1) | TR25017A (es) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5185469A (en) * | 1989-12-04 | 1993-02-09 | Hoechst Celanese Corp. | Process for acylation or alkylation of aromatic compounds in hydrogen fluoride |
| US5191133A (en) * | 1991-05-22 | 1993-03-02 | Hoescht Celanese Corporation | Process for preparation of 2-vinylnaphthalene |
| WO1993010875A1 (en) * | 1991-11-27 | 1993-06-10 | Hoechst Celanese Corporation | Recovery of substantially pure anhydrous hydrogen fluoride (hf) from mixtures comprising acyl fluorides or water |
| US5411892A (en) * | 1993-08-13 | 1995-05-02 | University Of Washington | Method and apparatus for carbohydrate analysis |
| KR970007468B1 (ko) * | 1993-11-30 | 1997-05-09 | 아남산업 주식회사 | 반도체 리이드 프레임 |
| US6362375B1 (en) | 1999-12-03 | 2002-03-26 | College Of The Holy Cross | Process for the preparation of aryl ketones generating reduced amounts of toxic byproducts |
| US7087791B2 (en) * | 2003-10-02 | 2006-08-08 | Council Of Scientific And Industrial Reasearch | Catalysed acylation of alkylated benzene derivatives |
| US7446238B2 (en) * | 2005-01-31 | 2008-11-04 | Uop Llc | Alkylation process with recontacting in settler |
| DE102010003015A1 (de) | 2010-03-18 | 2011-11-17 | Ludwig-Maximilians-Universität München | Carbonylierung von organischen Zinkverbindungen |
| EP3891115B1 (en) * | 2018-12-03 | 2024-07-24 | Basf Se | Process for producing 1-(4-isobutylphenyl)ethanol by hydrogenation of 1-(4-isobutyl-phenyl)ethanone in the presence of a catalyst composition comprising copper |
| WO2026078180A1 (en) | 2024-10-11 | 2026-04-16 | Basf Se | An efficient way to make ibuprofen |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB971700A (en) * | 1961-02-02 | 1964-09-30 | Boots Pure Drug Co Ltd | Anti-Inflammatory Agents |
| US3403183A (en) * | 1966-12-16 | 1968-09-24 | Koppers Co Inc | Production of benzophenones |
| US4059633A (en) * | 1975-08-15 | 1977-11-22 | Phillips Petroleum Company | Recovery of hexafluoroacetone from a hexafluoroacetone-HF control |
| JPS60188343A (ja) * | 1984-03-07 | 1985-09-25 | Mitsubishi Gas Chem Co Inc | 芳香族ケトンの製造法 |
| US4568763A (en) * | 1984-07-03 | 1986-02-04 | Celanese Corporation | Process for producing N-acyl-acyloxy aromatic amines |
| US4524217A (en) * | 1984-06-08 | 1985-06-18 | Celanese Corporation | Process for producing N-acyl-hydroxy aromatic amines |
| US4607125A (en) * | 1985-04-08 | 1986-08-19 | Celanese Corporation | Process for producing hydroxy aromatic ketones |
| US4692546A (en) * | 1984-07-24 | 1987-09-08 | Celanese Corporation | Process for producing acyloxy aromatic carboxylic acids |
| US4593125A (en) * | 1985-03-13 | 1986-06-03 | Celanese Corporation | Acylation of naphthalenes |
| JPH0684328B2 (ja) * | 1985-08-31 | 1994-10-26 | 三菱瓦斯化学株式会社 | 芳香族ケトンの製造方法 |
| US4663485A (en) * | 1986-07-22 | 1987-05-05 | Celanese Corporation | Process for purifying 4-hydroxyacetophenone |
| JP2569760B2 (ja) * | 1988-09-30 | 1997-01-08 | 三菱瓦斯化学株式会社 | 芳香族アシル化物・ｈｆ−ｂｆ３錯体の分解方法 |
| US4894482A (en) * | 1988-12-06 | 1990-01-16 | Hoechst Celanese Corporation | Process for drying hydrogen fluoride-carboxylic acid mixtures |
-
1989
- 1989-12-04 US US07/445,055 patent/US4990681A/en not_active Expired - Lifetime
-
1990
- 1990-10-05 US US07/593,143 patent/US5068448A/en not_active Expired - Fee Related
- 1990-11-15 HU HU907150A patent/HUT56332A/hu unknown
- 1990-11-20 CA CA002030321A patent/CA2030321C/en not_active Expired - Fee Related
- 1990-11-28 PL PL28799090A patent/PL287990A1/xx unknown
- 1990-11-29 TR TR90/1127A patent/TR25017A/xx unknown
- 1990-11-30 BR BR909006081A patent/BR9006081A/pt not_active Application Discontinuation
- 1990-12-03 AT AT90313103T patent/ATE109447T1/de not_active IP Right Cessation
- 1990-12-03 KR KR1019900019778A patent/KR910011734A/ko not_active Withdrawn
- 1990-12-03 ES ES90313103T patent/ES2057444T3/es not_active Expired - Lifetime
- 1990-12-03 IE IE434190A patent/IE62516B1/en not_active IP Right Cessation
- 1990-12-03 DE DE69011290T patent/DE69011290T2/de not_active Expired - Lifetime
- 1990-12-03 EP EP90313103A patent/EP0431869B1/en not_active Expired - Lifetime
- 1990-12-03 DK DK90313103.5T patent/DK0431869T3/da active
- 1990-12-04 JP JP2400378A patent/JPH0635413B2/ja not_active Expired - Lifetime
- 1990-12-04 CN CN90109692A patent/CN1052299A/zh active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| EP0431869A2 (en) | 1991-06-12 |
| HU907150D0 (en) | 1991-05-28 |
| EP0431869B1 (en) | 1994-08-03 |
| JPH0578273A (ja) | 1993-03-30 |
| CA2030321C (en) | 2002-09-10 |
| US5068448A (en) | 1991-11-26 |
| DK0431869T3 (da) | 1994-08-29 |
| HUT56332A (en) | 1991-08-28 |
| EP0431869A3 (en) | 1992-01-02 |
| US4990681A (en) | 1991-02-05 |
| DE69011290D1 (de) | 1994-09-08 |
| JPH0635413B2 (ja) | 1994-05-11 |
| IE904341A1 (en) | 1991-06-05 |
| IE62516B1 (en) | 1995-02-08 |
| BR9006081A (pt) | 1991-09-24 |
| TR25017A (tr) | 1992-09-01 |
| DE69011290T2 (de) | 1994-11-24 |
| ATE109447T1 (de) | 1994-08-15 |
| CA2030321A1 (en) | 1991-06-05 |
| KR910011734A (ko) | 1991-08-07 |
| CN1052299A (zh) | 1991-06-19 |
| PL287990A1 (en) | 1991-08-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG2A | Definitive protection |
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