NO991267L - Process for the preparation of n-butyl alkyl ethers - Google Patents
Process for the preparation of n-butyl alkyl ethersInfo
- Publication number
- NO991267L NO991267L NO991267A NO991267A NO991267L NO 991267 L NO991267 L NO 991267L NO 991267 A NO991267 A NO 991267A NO 991267 A NO991267 A NO 991267A NO 991267 L NO991267 L NO 991267L
- Authority
- NO
- Norway
- Prior art keywords
- addition product
- yielding
- butadiene
- transition metal
- heterogeneous
- Prior art date
Links
- -1 n-butyl alkyl ethers Chemical class 0.000 title 1
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 229910052723 transition metal Inorganic materials 0.000 abstract 2
- 125000000027 (C1-C10) alkoxy group Chemical group 0.000 abstract 1
- 125000006755 (C2-C20) alkyl group Chemical group 0.000 abstract 1
- 125000000041 C6-C10 aryl group Chemical group 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 150000002170 ethers Chemical class 0.000 abstract 1
- 239000007789 gas Substances 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 239000003446 ligand Substances 0.000 abstract 1
- 239000007791 liquid phase Substances 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
- 230000000737 periodic effect Effects 0.000 abstract 1
- 239000012071 phase Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/05—Preparation of ethers by addition of compounds to unsaturated compounds
- C07C41/06—Preparation of ethers by addition of compounds to unsaturated compounds by addition of organic compounds only
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
- C07C41/20—Preparation of ethers by reactions not forming ether-oxygen bonds by hydrogenation of carbon-to-carbon double or triple bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/32—Preparation of ethers by isomerisation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/48—Preparation of compounds having groups
- C07C41/50—Preparation of compounds having groups by reactions producing groups
- C07C41/54—Preparation of compounds having groups by reactions producing groups by addition of compounds to unsaturated carbon-to-carbon bonds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
In a process for producing n-butylalkyl ethers, (a) 1,3-butadiene or a butadiene-containing hydrocarbon mixture is reacted with an alcohol of formula ROH (I), in which the radical R is a C2-C20 alkyl or alkenyl group substituted or not with 1 to 2 C1-C10 alkoxy or hydroxy groups, a C6-C10 aryl or C7-C11 aralkyl group or a methyl group, at an increased temperature and pressure in the presence of a Brönsted acid or in the presence of a complex of an element of groups Ib, VIIb or VIIIb of the periodic table of elements with a phosphorus- or nitrogen-containing ligand, yielding a mixture of addition products of formulas (II) and (III); (b) the isomers are separated; (c) addition product III is isomerised into addition product II; (d) addition product II is hydrogenated in the presence of a homogeneous or heterogeneous transition metal element catalyst in the liquid phase or in the presence of a heterogeneous, transition metal element-containing catalyst in the gas phase, yielding n-butylalkyl ether of formula (IV).
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19637895A DE19637895A1 (en) | 1996-09-17 | 1996-09-17 | Process for the preparation of n-butyl alkyl ethers |
| PCT/EP1997/004703 WO1998012164A2 (en) | 1996-09-17 | 1997-08-29 | PROCESS FOR PRODUCING n-BUTYLALKYL ETHERS |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NO991267L true NO991267L (en) | 1999-03-16 |
| NO991267D0 NO991267D0 (en) | 1999-03-16 |
Family
ID=7805910
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO991267A NO991267D0 (en) | 1996-09-17 | 1999-03-16 | Process for the preparation of n-butyl alkyl ethers |
Country Status (16)
| Country | Link |
|---|---|
| EP (1) | EP0931046B1 (en) |
| JP (1) | JP2001500868A (en) |
| KR (1) | KR20000036150A (en) |
| CN (1) | CN1232444A (en) |
| AT (1) | ATE202550T1 (en) |
| AU (1) | AU4300297A (en) |
| BR (1) | BR9711485A (en) |
| CA (1) | CA2265494A1 (en) |
| CZ (1) | CZ85399A3 (en) |
| DE (2) | DE19637895A1 (en) |
| ES (1) | ES2160342T3 (en) |
| ID (1) | ID18558A (en) |
| MY (1) | MY130941A (en) |
| NO (1) | NO991267D0 (en) |
| TW (1) | TW372957B (en) |
| WO (1) | WO1998012164A2 (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19838449A1 (en) * | 1998-08-25 | 2000-03-02 | Basf Ag | Process for the separation of 1,3-butadiene and water from mixtures containing 1,3-butadiene, 1-n-butoxybutene-2, 3-n-butoxybutene-1, n-butanol, di-n-butyl ether and water |
| GB9823980D0 (en) | 1998-11-02 | 1998-12-30 | Bp Chem Int Ltd | A process for making n-butyl ethers of glycols |
| KR101363208B1 (en) * | 2011-11-29 | 2014-02-13 | 롯데케미칼 주식회사 | Selective alkylation method of diene compounds having ４ to ５ carbon atoms |
| GB201818905D0 (en) | 2018-11-20 | 2019-01-02 | Bp Plc | Process for making ethers via enol ethers |
| CN109529906B (en) * | 2018-12-25 | 2021-06-15 | 西安近代化学研究所 | Catalyst for synthesizing 1,1,2,3,3, 3-hexafluoropropyl methyl ether and preparation method thereof |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3670032A (en) * | 1969-03-19 | 1972-06-13 | Exxon Research Engineering Co | Preparation of unsaturated alcohols and ethers |
| US4843180A (en) * | 1986-11-13 | 1989-06-27 | The Dow Chemical Company | Preparation of ethers |
| DE4400837A1 (en) * | 1994-01-14 | 1995-07-20 | Basf Ag | Process for the preparation of n-butyraldehyde and / or n-butanol |
-
1996
- 1996-09-17 DE DE19637895A patent/DE19637895A1/en not_active Withdrawn
-
1997
- 1997-08-29 DE DE59703924T patent/DE59703924D1/en not_active Expired - Lifetime
- 1997-08-29 BR BR9711485A patent/BR9711485A/en not_active Application Discontinuation
- 1997-08-29 AT AT97919009T patent/ATE202550T1/en not_active IP Right Cessation
- 1997-08-29 EP EP97919009A patent/EP0931046B1/en not_active Expired - Lifetime
- 1997-08-29 CN CN97198008A patent/CN1232444A/en active Pending
- 1997-08-29 CZ CZ99853A patent/CZ85399A3/en unknown
- 1997-08-29 ES ES97919009T patent/ES2160342T3/en not_active Expired - Lifetime
- 1997-08-29 WO PCT/EP1997/004703 patent/WO1998012164A2/en not_active Ceased
- 1997-08-29 KR KR1019997002194A patent/KR20000036150A/en not_active Withdrawn
- 1997-08-29 CA CA002265494A patent/CA2265494A1/en not_active Abandoned
- 1997-08-29 AU AU43002/97A patent/AU4300297A/en not_active Abandoned
- 1997-08-29 JP JP10514224A patent/JP2001500868A/en active Pending
- 1997-09-16 MY MYPI97004283A patent/MY130941A/en unknown
- 1997-09-17 TW TW086113420A patent/TW372957B/en active
- 1997-09-17 ID IDP973212A patent/ID18558A/en unknown
-
1999
- 1999-03-16 NO NO991267A patent/NO991267D0/en not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| CA2265494A1 (en) | 1998-03-26 |
| ID18558A (en) | 1998-04-16 |
| WO1998012164A3 (en) | 1999-04-01 |
| EP0931046A2 (en) | 1999-07-28 |
| CZ85399A3 (en) | 1999-12-15 |
| ATE202550T1 (en) | 2001-07-15 |
| KR20000036150A (en) | 2000-06-26 |
| TW372957B (en) | 1999-11-01 |
| MY130941A (en) | 2007-07-31 |
| WO1998012164A2 (en) | 1998-03-26 |
| JP2001500868A (en) | 2001-01-23 |
| DE59703924D1 (en) | 2001-08-02 |
| NO991267D0 (en) | 1999-03-16 |
| EP0931046B1 (en) | 2001-06-27 |
| ES2160342T3 (en) | 2001-11-01 |
| AU4300297A (en) | 1998-04-14 |
| CN1232444A (en) | 1999-10-20 |
| BR9711485A (en) | 1999-08-24 |
| DE19637895A1 (en) | 1998-03-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FC2A | Withdrawal, rejection or dismissal of laid open patent application |