NO995494L - Reduction of aromatic halides - Google Patents
Reduction of aromatic halidesInfo
- Publication number
- NO995494L NO995494L NO995494A NO995494A NO995494L NO 995494 L NO995494 L NO 995494L NO 995494 A NO995494 A NO 995494A NO 995494 A NO995494 A NO 995494A NO 995494 L NO995494 L NO 995494L
- Authority
- NO
- Norway
- Prior art keywords
- reduction
- oxygen
- aromatic halides
- technical
- lialh4
- Prior art date
Links
- -1 aromatic halides Chemical class 0.000 title abstract 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 3
- 239000012280 lithium aluminium hydride Substances 0.000 abstract 3
- 239000001301 oxygen Substances 0.000 abstract 3
- 229910052760 oxygen Inorganic materials 0.000 abstract 3
- 229910052751 metal Inorganic materials 0.000 abstract 2
- 239000002184 metal Substances 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- QENVUHCAYXAROT-UHFFFAOYSA-N Galanthaminon Natural products O1C(=C23)C(OC)=CC=C2CN(C)CCC23C1CC(=O)C=C2 QENVUHCAYXAROT-UHFFFAOYSA-N 0.000 abstract 1
- QENVUHCAYXAROT-YOEHRIQHSA-N Narwedine Chemical compound O1C(=C23)C(OC)=CC=C2CN(C)CC[C@]23[C@@H]1CC(=O)C=C2 QENVUHCAYXAROT-YOEHRIQHSA-N 0.000 abstract 1
- WCRYNEMFWLZAAZ-WMLDXEAASA-N Narwedine Natural products COc1ccc2CCCC[C@@]34C=CC(=O)C[C@@H]3Oc1c24 WCRYNEMFWLZAAZ-WMLDXEAASA-N 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 239000003638 chemical reducing agent Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 150000004678 hydrides Chemical class 0.000 abstract 1
- 239000011261 inert gas Substances 0.000 abstract 1
- 210000005036 nerve Anatomy 0.000 abstract 1
- 230000035484 reaction time Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B31/00—Reduction in general
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/08—Hydrogen atoms or radicals containing only hydrogen and carbon atoms
- C07D333/10—Thiophene
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/26—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only halogen atoms as hetero-atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
For reduksjon av (hetero)aromatiske halogenider med generell formel (I) Ar-Xn til forbindelser med generell formel (II) Ar-Hn anvendes et reduksjonsmiddel, spesielt en hydridreagens, som litiumaluminiumhydrid (LiAlH4) i nærvær av oksygen, spesielt i form av en oksygen-inertgass-blanding. Reduksjonen i nærvær av oksygen gir gode utbytter ved korte reaksjonstider, også når det arbeides i halvtekniske eller tekniske blandinger. Reduksjonen med LiAlH4 i nærvær av oksygen er også egnet for reduksjonen av kompliserte heieroaromatiske halogenider, eksempelvis for reduksjonen av bromnarwedinketal til narwedinketal i teknisk målestokk.For reduction of (hetero) aromatic halides of general formula (I) Ar-Xn to compounds of general formula (II) Ar-Hn, a reducing agent, especially a hydride reagent, is used as lithium aluminum hydride (LiAlH4) in the presence of oxygen, especially in the form of an oxygen-inert gas mixture. The reduction in the presence of oxygen gives good yields at short reaction times, even when working in semi-technical or technical mixtures. The reduction with LiAlH4 in the presence of oxygen is also suitable for the reduction of complicated halo aromatic halides, for example, for the reduction of bromine nerve metal to narwedine metal on a technical scale.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT0086597A AT405051B (en) | 1997-05-21 | 1997-05-21 | REDUCTION OF AROMATIC HALOGENIDE |
| PCT/AT1998/000112 WO1998052885A1 (en) | 1997-05-21 | 1998-04-30 | Reduction of aromatic halogenides |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NO995494L true NO995494L (en) | 1999-11-10 |
| NO995494D0 NO995494D0 (en) | 1999-11-10 |
Family
ID=3501602
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO995494A NO995494D0 (en) | 1997-05-21 | 1999-11-10 | Reduction of aromatic halides |
Country Status (15)
| Country | Link |
|---|---|
| EP (1) | EP0983215A1 (en) |
| JP (1) | JP2001525828A (en) |
| KR (1) | KR20010012795A (en) |
| CN (1) | CN1257467A (en) |
| AT (1) | AT405051B (en) |
| AU (1) | AU7012798A (en) |
| BG (1) | BG103880A (en) |
| BR (1) | BR9809661A (en) |
| CA (1) | CA2289992A1 (en) |
| HU (1) | HUP0004681A2 (en) |
| NO (1) | NO995494D0 (en) |
| NZ (1) | NZ500733A (en) |
| PL (1) | PL336906A1 (en) |
| SK (1) | SK158399A3 (en) |
| WO (1) | WO1998052885A1 (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006018703A2 (en) * | 2004-08-16 | 2006-02-23 | Ranbaxy Laboratories Limited | Processes for preparation of narwedine and its use in the synthesis of galantamine |
| CN103025545B (en) * | 2010-12-02 | 2016-06-22 | 横滨橡胶株式会社 | There is the tire of information acquisition device |
| CN107602318B (en) * | 2017-09-08 | 2020-06-05 | 郑州大学 | Method for liquid-phase reduction dehalogenation of halogenated aromatic hydrocarbon under mild condition |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3839329A1 (en) * | 1988-11-22 | 1990-05-31 | Basf Ag | METHOD FOR THE REDUCTIVE ENTHALOGENATION OF AROMATES |
-
1997
- 1997-05-21 AT AT0086597A patent/AT405051B/en not_active IP Right Cessation
-
1998
- 1998-04-30 JP JP54968898A patent/JP2001525828A/en active Pending
- 1998-04-30 KR KR1019997010758A patent/KR20010012795A/en not_active Application Discontinuation
- 1998-04-30 SK SK1583-99A patent/SK158399A3/en unknown
- 1998-04-30 HU HU0004681A patent/HUP0004681A2/en unknown
- 1998-04-30 AU AU70127/98A patent/AU7012798A/en not_active Abandoned
- 1998-04-30 CN CN98805275.XA patent/CN1257467A/en active Pending
- 1998-04-30 PL PL98336906A patent/PL336906A1/en unknown
- 1998-04-30 CA CA002289992A patent/CA2289992A1/en not_active Abandoned
- 1998-04-30 NZ NZ500733A patent/NZ500733A/en unknown
- 1998-04-30 BR BR9809661-3A patent/BR9809661A/en not_active Application Discontinuation
- 1998-04-30 EP EP98916623A patent/EP0983215A1/en not_active Withdrawn
- 1998-04-30 WO PCT/AT1998/000112 patent/WO1998052885A1/en not_active Application Discontinuation
-
1999
- 1999-11-10 NO NO995494A patent/NO995494D0/en not_active Application Discontinuation
- 1999-11-15 BG BG103880A patent/BG103880A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BG103880A (en) | 2000-06-30 |
| BR9809661A (en) | 2000-07-11 |
| CN1257467A (en) | 2000-06-21 |
| HUP0004681A2 (en) | 2001-04-28 |
| KR20010012795A (en) | 2001-02-26 |
| AU7012798A (en) | 1998-12-11 |
| NO995494D0 (en) | 1999-11-10 |
| CA2289992A1 (en) | 1998-11-26 |
| EP0983215A1 (en) | 2000-03-08 |
| NZ500733A (en) | 2001-03-30 |
| JP2001525828A (en) | 2001-12-11 |
| WO1998052885A1 (en) | 1998-11-26 |
| SK158399A3 (en) | 2000-07-11 |
| ATA86597A (en) | 1998-09-15 |
| PL336906A1 (en) | 2000-07-17 |
| AT405051B (en) | 1999-05-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FC2A | Withdrawal, rejection or dismissal of laid open patent application |