GB1082364A - Method for the preparation of linalool - Google Patents
Method for the preparation of linaloolInfo
- Publication number
- GB1082364A GB1082364A GB1152064A GB1152064A GB1082364A GB 1082364 A GB1082364 A GB 1082364A GB 1152064 A GB1152064 A GB 1152064A GB 1152064 A GB1152064 A GB 1152064A GB 1082364 A GB1082364 A GB 1082364A
- Authority
- GB
- United Kingdom
- Prior art keywords
- linalool
- epoxide
- preparation
- hydrazine
- solution
- 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
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 title abstract 6
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 title abstract 3
- CDOSHBSSFJOMGT-JTQLQIEISA-N (R)-linalool Natural products CC(C)=CCC[C@@](C)(O)C=C CDOSHBSSFJOMGT-JTQLQIEISA-N 0.000 title abstract 3
- 229930007744 linalool Natural products 0.000 title abstract 3
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 abstract 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 2
- 150000002118 epoxides Chemical class 0.000 abstract 2
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 abstract 1
- WTEVQBCEXWBHNA-UHFFFAOYSA-N Citral Natural products CC(C)=CCCC(C)=CC=O WTEVQBCEXWBHNA-UHFFFAOYSA-N 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 239000012670 alkaline solution Substances 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 229940043350 citral Drugs 0.000 abstract 1
- 238000006735 epoxidation reaction Methods 0.000 abstract 1
- WTEVQBCEXWBHNA-JXMROGBWSA-N geranial Chemical compound CC(C)=CCC\C(C)=C\C=O WTEVQBCEXWBHNA-JXMROGBWSA-N 0.000 abstract 1
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/32—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by aldehydo- or ketonic radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Epoxy Compounds (AREA)
Abstract
Linalool is prepared by epoxidizing citral to the mono-a ,b -epoxide and reducing the epoxide with hydrazine to give linalool. Epoxidation is effected using an alkaline solution of hydrogen peroxide in the presence of an alkanol. The reduction of the epoxide may be carried out using a solution of hydrazine hydrate in an inert solvent, preferably in the presence of an acidic catalyst at temperatures below 30 DEG C. Examples are provided.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1152064A GB1082364A (en) | 1964-03-18 | 1964-03-18 | Method for the preparation of linalool |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1152064A GB1082364A (en) | 1964-03-18 | 1964-03-18 | Method for the preparation of linalool |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1082364A true GB1082364A (en) | 1967-09-06 |
Family
ID=9987748
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1152064A Expired GB1082364A (en) | 1964-03-18 | 1964-03-18 | Method for the preparation of linalool |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1082364A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2383327A (en) * | 2001-12-19 | 2003-06-25 | Flexitral Inc | Improved citral derivatives |
| EP1705171A1 (en) * | 2001-12-19 | 2006-09-27 | Flexitral, Inc. | Improved aromachemicals |
| US7309795B2 (en) | 2001-12-19 | 2007-12-18 | Luca Turin | Citral derivatives |
| US7342042B2 (en) | 2001-12-19 | 2008-03-11 | Flexitral, Inc. | Lily of the valley aromachemicals |
| CN113185401A (en) * | 2021-04-20 | 2021-07-30 | 金溪华香香料有限公司 | Synthesis process of linalyl acetate |
-
1964
- 1964-03-18 GB GB1152064A patent/GB1082364A/en not_active Expired
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2383327A (en) * | 2001-12-19 | 2003-06-25 | Flexitral Inc | Improved citral derivatives |
| WO2003053901A1 (en) * | 2001-12-19 | 2003-07-03 | Flexitral, Inc. | Improved citral derivatives |
| WO2003053903A1 (en) * | 2001-12-19 | 2003-07-03 | Flexitral, Inc. | Improved citral derivatives |
| WO2003053902A1 (en) * | 2001-12-19 | 2003-07-03 | Flexitral, Inc. | Improved aromachemicals |
| GB2383327B (en) * | 2001-12-19 | 2004-12-08 | Flexitral Inc | Improved citral derivatives |
| EP1705171A1 (en) * | 2001-12-19 | 2006-09-27 | Flexitral, Inc. | Improved aromachemicals |
| US7309795B2 (en) | 2001-12-19 | 2007-12-18 | Luca Turin | Citral derivatives |
| US7342042B2 (en) | 2001-12-19 | 2008-03-11 | Flexitral, Inc. | Lily of the valley aromachemicals |
| US7704941B2 (en) | 2001-12-19 | 2010-04-27 | Flexitral, Inc. | Citral derivatives |
| CN113185401A (en) * | 2021-04-20 | 2021-07-30 | 金溪华香香料有限公司 | Synthesis process of linalyl acetate |
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