GB1462749A - Process for preparing carboxylic esters - Google Patents
Process for preparing carboxylic estersInfo
- Publication number
- GB1462749A GB1462749A GB1007675A GB1007675A GB1462749A GB 1462749 A GB1462749 A GB 1462749A GB 1007675 A GB1007675 A GB 1007675A GB 1007675 A GB1007675 A GB 1007675A GB 1462749 A GB1462749 A GB 1462749A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acetate
- carrier
- march
- benzene
- toluene
- 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
Links
- 150000001733 carboxylic acid esters Chemical class 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 6
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 4
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 abstract 2
- QUKGYYKBILRGFE-UHFFFAOYSA-N benzyl acetate Chemical compound CC(=O)OCC1=CC=CC=C1 QUKGYYKBILRGFE-UHFFFAOYSA-N 0.000 abstract 2
- 229910052763 palladium Inorganic materials 0.000 abstract 2
- LWLUFJGAGLMMIR-UHFFFAOYSA-N 2-(hydroxymethyl)prop-2-enyl acetate Chemical compound CC(=O)OCC(=C)CO LWLUFJGAGLMMIR-UHFFFAOYSA-N 0.000 abstract 1
- WDCUPFMSLUIQBH-UHFFFAOYSA-N 4-Methylbenzyl alcohol acetate Chemical compound CC(=O)OCC1=CC=C(C)C=C1 WDCUPFMSLUIQBH-UHFFFAOYSA-N 0.000 abstract 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 abstract 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 abstract 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 1
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 abstract 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 abstract 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 1
- TZODSDSWNKTCFL-UHFFFAOYSA-N acetyl 2-methylprop-2-enoate Chemical compound CC(=O)OC(=O)C(C)=C TZODSDSWNKTCFL-UHFFFAOYSA-N 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 1
- 150000001342 alkaline earth metals Chemical class 0.000 abstract 1
- 229910052787 antimony Inorganic materials 0.000 abstract 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 abstract 1
- 150000001463 antimony compounds Chemical class 0.000 abstract 1
- 229940007550 benzyl acetate Drugs 0.000 abstract 1
- 229910052793 cadmium Inorganic materials 0.000 abstract 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 150000001734 carboxylic acid salts Chemical class 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 229910001882 dioxygen Inorganic materials 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 abstract 1
- 150000002941 palladium compounds Chemical class 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 239000011949 solid catalyst Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 239000008096 xylene Substances 0.000 abstract 1
- 125000006839 xylylene group Chemical group 0.000 abstract 1
- 229910052725 zinc Inorganic materials 0.000 abstract 1
- 239000011701 zinc Substances 0.000 abstract 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
- B01J31/28—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24 of the platinum group metals, iron group metals or copper
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/54—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/56—Platinum group metals
- B01J23/64—Platinum group metals with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J23/644—Arsenic, antimony or bismuth
- B01J23/6445—Antimony
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/04—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing carboxylic acids or their salts
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/1616—Coordination complexes, e.g. organometallic complexes, immobilised on an inorganic support, e.g. ship-in-a-bottle type catalysts
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/04—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds
- C07C67/05—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds with oxidation
- C07C67/055—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds with oxidation in the presence of platinum group metals or their compounds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
- B01J21/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
- B01J21/08—Silica
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
- B01J2231/32—Addition reactions to C=C or C-C triple bonds
- B01J2231/321—Hydroformylation, metalformylation, carbonylation or hydroaminomethylation
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/50—Complexes comprising metals of Group V (VA or VB) as the central metal
- B01J2531/52—Antimony
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2841674A JPS5634345B2 (enExample) | 1974-03-12 | 1974-03-12 | |
| JP7900774A JPS5621463B2 (enExample) | 1974-07-10 | 1974-07-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1462749A true GB1462749A (en) | 1977-01-26 |
Family
ID=26366521
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1007675A Expired GB1462749A (en) | 1974-03-12 | 1975-03-11 | Process for preparing carboxylic esters |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3959352A (enExample) |
| DE (1) | DE2510089A1 (enExample) |
| FR (1) | FR2263999B1 (enExample) |
| GB (1) | GB1462749A (enExample) |
| NL (1) | NL7502572A (enExample) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4131743A (en) * | 1975-07-17 | 1978-12-26 | Japan Synthetic Rubber Co., Ltd. | Process for preparing unsaturated diesters |
| DE2542925A1 (de) * | 1975-09-26 | 1977-04-21 | Basf Ag | Verfahren zur herstellung von butendioldiacetat |
| JPS53147039A (en) * | 1977-05-30 | 1978-12-21 | Ube Ind Ltd | Preparation of carboxylic acid ester of hydroxymethyl-substituted aromatic compound |
| US4515983A (en) * | 1983-06-30 | 1985-05-07 | Ashland Oil, Inc. | Manufacture of phenyl esters and phenol |
| US4686201A (en) * | 1984-07-20 | 1987-08-11 | Phillips Petroleum Company | Antifoulants comprising tin antimony and aluminum for thermal cracking processes |
| US4623635A (en) | 1985-04-18 | 1986-11-18 | The Standard Oil Company | Method for the preparation of high activity palladium based catalysts |
| US4714695A (en) * | 1985-04-18 | 1987-12-22 | The Standard Oil Company | Method for the preparation of high activity palladium based catalysts |
| JP2000514353A (ja) * | 1996-06-28 | 2000-10-31 | インダストリアル リサーチ リミテッド | 金属担持触媒の製造方法 |
| CN112341314B (zh) * | 2020-11-11 | 2021-11-02 | 北京水木滨华科技有限公司 | 一种由异丁烯制备2-甲基-1,3-丙二醇的方法 |
| CN112299990A (zh) * | 2020-11-11 | 2021-02-02 | 北京水木滨华科技有限公司 | 一种异丁烯氧乙酰化制备甲基丙烯醇乙酸酯的方法和反应系统 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1643348B2 (de) * | 1966-04-09 | 1976-08-26 | Verfahren zur herstellung von phenylester aus benzol | |
| US3651101A (en) * | 1966-04-09 | 1972-03-21 | Hoechst Ag | Process for the manufacture of phenyl esters and phenol from benzene |
| DE1643360B2 (de) * | 1967-09-23 | 1976-08-26 | Verfahren zur herstellung von oxacylierungsprodukten von gegebenenfalls substituiertem naphthalin | |
| US3725462A (en) * | 1967-09-23 | 1973-04-03 | Hoechst Ag | Process for the manufacture of substituted phenyl esters and optionally substituted phenols |
-
1975
- 1975-03-05 NL NL7502572A patent/NL7502572A/xx not_active Application Discontinuation
- 1975-03-07 US US05/556,265 patent/US3959352A/en not_active Expired - Lifetime
- 1975-03-07 DE DE19752510089 patent/DE2510089A1/de not_active Withdrawn
- 1975-03-11 FR FR7507540A patent/FR2263999B1/fr not_active Expired
- 1975-03-11 GB GB1007675A patent/GB1462749A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL7502572A (nl) | 1975-09-16 |
| DE2510089A1 (de) | 1975-09-18 |
| US3959352A (en) | 1976-05-25 |
| FR2263999A1 (enExample) | 1975-10-10 |
| FR2263999B1 (enExample) | 1977-07-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |