GB1351495A - Magnesium grignard agents - Google Patents
Magnesium grignard agentsInfo
- Publication number
- GB1351495A GB1351495A GB1084471A GB1084471A GB1351495A GB 1351495 A GB1351495 A GB 1351495A GB 1084471 A GB1084471 A GB 1084471A GB 1084471 A GB1084471 A GB 1084471A GB 1351495 A GB1351495 A GB 1351495A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ether
- hydrocarbon
- reacting
- zrmgx
- general formula
- 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
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 title 1
- 239000003795 chemical substances by application Substances 0.000 title 1
- 229910052749 magnesium Inorganic materials 0.000 title 1
- 239000011777 magnesium Substances 0.000 title 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 6
- 239000004215 Carbon black (E152) Substances 0.000 abstract 4
- 229930195733 hydrocarbon Natural products 0.000 abstract 4
- 150000002430 hydrocarbons Chemical class 0.000 abstract 4
- 239000007818 Grignard reagent Substances 0.000 abstract 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000004795 grignard reagents Chemical class 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- -1 tetrahydrofurfuryl Chemical group 0.000 abstract 2
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 abstract 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- KBEBGUQPQBELIU-CMDGGOBGSA-N Ethyl cinnamate Chemical compound CCOC(=O)\C=C\C1=CC=CC=C1 KBEBGUQPQBELIU-CMDGGOBGSA-N 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 150000001299 aldehydes Chemical class 0.000 abstract 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 abstract 1
- 150000008064 anhydrides Chemical class 0.000 abstract 1
- 150000001733 carboxylic acid esters Chemical class 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- KBEBGUQPQBELIU-UHFFFAOYSA-N cinnamic acid ethyl ester Natural products CCOC(=O)C=CC1=CC=CC=C1 KBEBGUQPQBELIU-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 abstract 1
- 150000002170 ethers Chemical class 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
- C07D213/30—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/12—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D215/14—Radicals substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/02—Magnesium compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyridine Compounds (AREA)
Abstract
1351495 Grignard-type reagents NATIONAL PATENT DEVELOPMENT CORP 22 April 1971 [12 May 1970] 10844/71 Headings C2C and C2J A Grignard reagent of general formula Mg(OR 1 ) 2 .ZRMgX in which R 1 is tetrahydrofurfuryl, dialkylaminoalkyl in which each alkyl group is C 1 -C 6 , or R 2 O(CH 2 ) m - where R 2 is C 1 -C 6 alkyl or C 2 -C 12 alkoxyalkyl, m is 2, 3 or 4, R is a hydrocarbyl or heterocyclic group having N, O or S as hetero atom (especially 2- pyridyl or 2-quinolyl), Z is a number from ¢ to 6 and X is Cl, Br or I is prepared by one of the following methods: (1) by reacting Mg(OR 1 ) 2 , Mg and RX, usually in a molar ratio of 1 : Z : Z, in a hydrocarbon solvent optionally together with a small amount of an ether; (2) Mg(OR 1 ) 2 + ZRMgX in ethers or ether/hydrocarbon mixtures; (3) in an ether and/or hydrocarbon; or (4) (Z + 1)Mg + 2R 1 OH + ZRX. The compounds, many of which are specified, are soluble in hydrocarbon solvents. Alcohols are prepared by reacting a carboxylic acid ester, anhydride, chloride, bromide or iodide or an aldehyde or ketone with a Grignard reagent of the above general formula and hydrolysing the reaction mixture. In the example, C 6 H 5 CH = CHC(CH 3 ) 2 OH is obtained by reacting ethyl cinnamate and Mg[O(CH 2 ) 4 OCH 3 ] 2 . 1¢CH 3 MgBr in tetrahydrofuran followed by hydrolysis with water.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US3669170A | 1970-05-12 | 1970-05-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1351495A true GB1351495A (en) | 1974-05-01 |
Family
ID=21890076
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1084471A Expired GB1351495A (en) | 1970-05-12 | 1971-04-22 | Magnesium grignard agents |
Country Status (7)
| Country | Link |
|---|---|
| AU (1) | AU2798871A (en) |
| BE (1) | BE767093A (en) |
| CH (1) | CH562832A5 (en) |
| DE (1) | DE2112644A1 (en) |
| FR (1) | FR2242875A5 (en) |
| GB (1) | GB1351495A (en) |
| NL (1) | NL7101982A (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2941048A1 (en) * | 1979-10-10 | 1981-04-23 | Schering Ag, 1000 Berlin Und 4619 Bergkamen | METHOD FOR PRODUCING ORGANOMAGNESIUM ALKOXIDES |
| US4837190A (en) * | 1986-05-09 | 1989-06-06 | Akzo America Inc. | Organic solvent soluble polyvalent metal alkoxy alkoxides |
| EP0262344B1 (en) * | 1986-08-07 | 1996-03-27 | MEDICEChem.-Pharm. Fabrik Pütter GmbH & Co. KG | N-alkylated quaternary nitrogen-containing heterocycles, process for their preparation and their use in pharmaceutical compositions |
| DE19548863A1 (en) * | 1995-12-27 | 1997-07-03 | Rwe Dea Ag | Process for the production of high-purity magnesium hydroxide and magnesium oxide from magnesium alkoxides |
-
1971
- 1971-02-15 NL NL7101982A patent/NL7101982A/xx unknown
- 1971-03-16 DE DE19712112644 patent/DE2112644A1/en active Pending
- 1971-03-31 CH CH464271A patent/CH562832A5/xx not_active IP Right Cessation
- 1971-04-22 AU AU27988/71A patent/AU2798871A/en not_active Expired
- 1971-04-22 GB GB1084471A patent/GB1351495A/en not_active Expired
- 1971-05-12 BE BE767093A patent/BE767093A/en unknown
- 1971-05-12 FR FR7117086A patent/FR2242875A5/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL7101982A (en) | 1971-11-16 |
| AU2798871A (en) | 1972-10-26 |
| DE2112644A1 (en) | 1971-12-02 |
| BE767093A (en) | 1971-11-12 |
| CH562832A5 (en) | 1975-06-13 |
| FR2242875A5 (en) | 1975-03-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |