GB814708A - Process for the preparation of methyl magnesium compounds from dimethyl sulphate - Google Patents
Process for the preparation of methyl magnesium compounds from dimethyl sulphateInfo
- Publication number
- GB814708A GB814708A GB37161/57A GB3716157A GB814708A GB 814708 A GB814708 A GB 814708A GB 37161/57 A GB37161/57 A GB 37161/57A GB 3716157 A GB3716157 A GB 3716157A GB 814708 A GB814708 A GB 814708A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dimethyl sulphate
- magnesium
- tetrahydropyran
- tetrahydrofuran
- diethylene glycol
- 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
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 title abstract 3
- GNLJBJNONOOOQC-UHFFFAOYSA-N $l^{3}-carbane;magnesium Chemical class [Mg]C GNLJBJNONOOOQC-UHFFFAOYSA-N 0.000 title 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 4
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 abstract 3
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 abstract 2
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 229910052749 magnesium Inorganic materials 0.000 abstract 2
- 239000011777 magnesium Substances 0.000 abstract 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract 2
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical class CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 abstract 1
- RRQYJINTUHWNHW-UHFFFAOYSA-N 1-ethoxy-2-(2-ethoxyethoxy)ethane Chemical compound CCOCCOCCOCC RRQYJINTUHWNHW-UHFFFAOYSA-N 0.000 abstract 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 abstract 1
- 238000003747 Grignard reaction Methods 0.000 abstract 1
- 239000002202 Polyethylene glycol Substances 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000013078 crystal Substances 0.000 abstract 1
- 238000010908 decantation Methods 0.000 abstract 1
- 229940019778 diethylene glycol diethyl ether Drugs 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 229910052740 iodine Inorganic materials 0.000 abstract 1
- 239000011630 iodine Substances 0.000 abstract 1
- DHRYHRLKELWHOM-UHFFFAOYSA-L magnesium methyl sulfate Chemical compound [Mg++].COS([O-])(=O)=O.COS([O-])(=O)=O DHRYHRLKELWHOM-UHFFFAOYSA-L 0.000 abstract 1
- 239000012299 nitrogen atmosphere Substances 0.000 abstract 1
- 229920001223 polyethylene glycol Polymers 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
-
- 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)
Abstract
Dimethyl sulphate is reacted under substantially anhydrous conditions and at low temperature with magnesium in a solvent comprising tetrahydrofuran, tetrahydropyran or an alkyl derivative thereof, or a polyethylene glycol ether of formula R.(OCH2.CH2)vOR1 wherein R and R1 represent the same or different alkyl groups and n is an integer. Preferably R-R1 each contain not more than 4 carbon atoms and n is 2 or 3, e.g. diethylene glycol diethyl and dibutyl ethers. The reaction is carried out under a nitrogen atmosphere and it may be activated by an iodine crystal. Insoluble magnesium methyl sulphate is precipitated, usually not in large quantities. It may be eliminated by filtration or decantation. The product solution may be used in Grignard reactions without isolating the products. In the examples magnesium and dimethyl sulphate are reacted in (1) tetrahydrofuran, (2) tetrahydropyran and (3) diethylene glycol diethyl ether.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR814708X | 1956-12-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB814708A true GB814708A (en) | 1959-06-10 |
Family
ID=9266885
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB37161/57A Expired GB814708A (en) | 1956-12-06 | 1957-11-28 | Process for the preparation of methyl magnesium compounds from dimethyl sulphate |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB814708A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5221499A (en) * | 1991-05-18 | 1993-06-22 | Th. Goldschmidt Ag | Method for the preparation of dialkylmagnesium compounds by the reaction of magnesium hydride with an olefin |
-
1957
- 1957-11-28 GB GB37161/57A patent/GB814708A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5221499A (en) * | 1991-05-18 | 1993-06-22 | Th. Goldschmidt Ag | Method for the preparation of dialkylmagnesium compounds by the reaction of magnesium hydride with an olefin |
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