GB1417263A - Process for the preparation of grignard reagents and their utilization in organic syntheses - Google Patents
Process for the preparation of grignard reagents and their utilization in organic synthesesInfo
- Publication number
- GB1417263A GB1417263A GB1064773A GB1064773A GB1417263A GB 1417263 A GB1417263 A GB 1417263A GB 1064773 A GB1064773 A GB 1064773A GB 1064773 A GB1064773 A GB 1064773A GB 1417263 A GB1417263 A GB 1417263A
- Authority
- GB
- United Kingdom
- Prior art keywords
- isoprene
- grignard
- hydrochloride
- alcohols
- prepared
- 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
- 150000004795 grignard reagents Chemical class 0.000 title abstract 3
- 238000000034 method Methods 0.000 title 1
- 238000002360 preparation method Methods 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- DCCQEPFMJMZBQH-UHFFFAOYSA-N 2-methylbuta-1,3-diene;hydrochloride Chemical compound Cl.CC(=C)C=C DCCQEPFMJMZBQH-UHFFFAOYSA-N 0.000 abstract 7
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 abstract 6
- 150000001298 alcohols Chemical class 0.000 abstract 4
- OHXAOPZTJOUYKM-UHFFFAOYSA-N 3-Chloro-2-methylpropene Chemical compound CC(=C)CCl OHXAOPZTJOUYKM-UHFFFAOYSA-N 0.000 abstract 3
- 150000001993 dienes Chemical class 0.000 abstract 3
- 150000004820 halides Chemical class 0.000 abstract 3
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical group C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 abstract 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- OSDWBNJEKMUWAV-UHFFFAOYSA-N Allyl chloride Chemical compound ClCC=C OSDWBNJEKMUWAV-UHFFFAOYSA-N 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- RDHPKYGYEGBMSE-UHFFFAOYSA-N bromoethane Chemical compound CCBr RDHPKYGYEGBMSE-UHFFFAOYSA-N 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- CZVXBFUKBZRMKR-UHFFFAOYSA-N lavandulol Chemical compound CC(C)=CCC(CO)C(C)=C CZVXBFUKBZRMKR-UHFFFAOYSA-N 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 abstract 2
- CZVXBFUKBZRMKR-JTQLQIEISA-N (R)-lavandulol Natural products CC(C)=CC[C@@H](CO)C(C)=C CZVXBFUKBZRMKR-JTQLQIEISA-N 0.000 abstract 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 1
- 239000007818 Grignard reagent Substances 0.000 abstract 1
- 229930040373 Paraformaldehyde Natural products 0.000 abstract 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 125000000392 cycloalkenyl group Chemical group 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 1
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 229920002866 paraformaldehyde Polymers 0.000 abstract 1
- ASUAYTHWZCLXAN-UHFFFAOYSA-N prenol Chemical compound CC(C)=CCO ASUAYTHWZCLXAN-UHFFFAOYSA-N 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- WCJYTPVNMWIZCG-UHFFFAOYSA-N xylylcarb Chemical compound CNC(=O)OC1=CC=C(C)C(C)=C1 WCJYTPVNMWIZCG-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/48—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups
- C07C29/50—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only
- C07C29/54—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only starting from compounds containing carbon-to-metal bonds and followed by conversion of the -O- metal to -OH groups
-
- 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)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US00232257A US3856867A (en) | 1972-03-06 | 1972-03-06 | Process for the preparation of grignard reagents and their utilization in organic syntheses |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1417263A true GB1417263A (en) | 1975-12-10 |
Family
ID=22872426
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1064773A Expired GB1417263A (en) | 1972-03-06 | 1973-03-05 | Process for the preparation of grignard reagents and their utilization in organic syntheses |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US3856867A (enExample) |
| JP (1) | JPS4899124A (enExample) |
| BE (1) | BE796358A (enExample) |
| CA (1) | CA997773A (enExample) |
| CH (1) | CH578009A5 (enExample) |
| DE (1) | DE2311040A1 (enExample) |
| FR (1) | FR2175010B1 (enExample) |
| GB (1) | GB1417263A (enExample) |
| IT (1) | IT981155B (enExample) |
| NL (1) | NL7303143A (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2432235C2 (de) * | 1974-07-05 | 1984-07-19 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Herstellung von Lavandulol, seinen Estern und von 3,5,5-Trimethyl-hepta-1,6-dien-3-ol |
| NL7602686A (nl) * | 1976-03-15 | 1977-09-19 | Naarden International Nv | Werkwijze ter bereiding van parfumcomposities ter bereiding van als parfumgrondstof bruikbare nieuwe alkadieenderivaten alsmede geparfumeerde voorwer- pen. |
| JPS5835133A (ja) | 1981-08-26 | 1983-03-01 | Taisho Pharmaceut Co Ltd | 1−(p−プレニルフエニル)エタノ−ルの製造方法 |
| US4438286A (en) | 1981-10-16 | 1984-03-20 | Sumitomo Chemical Company, Limited | Substituted esters and alcohols |
| DE3531609A1 (de) * | 1985-09-04 | 1987-03-05 | Consortium Elektrochem Ind | Alkohole und ester aus der reaktion von butadien mit magnesium und alkylhalogeniden, ihre herstellung und deren verwendung als duftstoffe |
| JPH07116075B2 (ja) * | 1988-06-06 | 1995-12-13 | 信越化学工業株式会社 | 不飽和アルコール化合物の製造方法 |
| GB9115246D0 (en) * | 1991-07-16 | 1991-08-28 | Ici Plc | Process for the preparation of arylmagnesium halides |
| DE19830599A1 (de) | 1998-07-09 | 2000-01-13 | Basf Ag | Verfahren zur stereoselektiven Herstellung von Grignardverbindungen und deren Verwendung |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3168582A (en) * | 1962-04-04 | 1965-02-02 | Du Pont | Butadienylmagnesium chloride |
| US3161689A (en) * | 1963-01-23 | 1964-12-15 | Gen Electric | Process for making grignard reagents |
| US3388179A (en) * | 1965-01-04 | 1968-06-11 | Exxon Research Engineering Co | Organomagnesium addition compounds, process therefor, and derivatives thereof |
| US3711560A (en) * | 1968-04-29 | 1973-01-16 | Exxon Research Engineering Co | Process for the preparation of unsaturated hydrocarbons and unsaturated oxygenated compounds |
| US3597488A (en) * | 1969-02-25 | 1971-08-03 | Ethyl Corp | Process for making grignard reagents |
-
1972
- 1972-03-06 US US00232257A patent/US3856867A/en not_active Expired - Lifetime
-
1973
- 1973-03-05 CA CA165,242A patent/CA997773A/en not_active Expired
- 1973-03-05 GB GB1064773A patent/GB1417263A/en not_active Expired
- 1973-03-05 JP JP48025233A patent/JPS4899124A/ja active Pending
- 1973-03-05 CH CH321273A patent/CH578009A5/xx not_active IP Right Cessation
- 1973-03-05 FR FR7307741A patent/FR2175010B1/fr not_active Expired
- 1973-03-06 NL NL7303143A patent/NL7303143A/xx not_active Application Discontinuation
- 1973-03-06 IT IT21236/73A patent/IT981155B/it active
- 1973-03-06 BE BE128445A patent/BE796358A/xx unknown
- 1973-03-06 DE DE19732311040 patent/DE2311040A1/de not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| FR2175010A1 (enExample) | 1973-10-19 |
| IT981155B (it) | 1974-10-10 |
| CH578009A5 (enExample) | 1976-07-30 |
| CA997773A (en) | 1976-09-28 |
| FR2175010B1 (enExample) | 1976-06-11 |
| JPS4899124A (enExample) | 1973-12-15 |
| US3856867A (en) | 1974-12-24 |
| NL7303143A (enExample) | 1973-09-10 |
| DE2311040A1 (de) | 1973-09-27 |
| BE796358A (fr) | 1973-09-06 |
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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 |