GB1256184A - Process for the preparation of allylic primary or secondary alcohols - Google Patents
Process for the preparation of allylic primary or secondary alcoholsInfo
- Publication number
- GB1256184A GB1256184A GB63395/69A GB6339569A GB1256184A GB 1256184 A GB1256184 A GB 1256184A GB 63395/69 A GB63395/69 A GB 63395/69A GB 6339569 A GB6339569 A GB 6339569A GB 1256184 A GB1256184 A GB 1256184A
- Authority
- GB
- United Kingdom
- Prior art keywords
- allylic
- methyl
- optionally
- alcohols
- acyl
- 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
- -1 allylic primary Chemical class 0.000 title abstract 7
- 150000003333 secondary alcohols Chemical class 0.000 title abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 2
- 125000002252 acyl group Chemical group 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 229920006395 saturated elastomer Polymers 0.000 abstract 2
- FQTLCLSUCSAZDY-UHFFFAOYSA-N (+) E(S) nerolidol Natural products CC(C)=CCCC(C)=CCCC(C)(O)C=C FQTLCLSUCSAZDY-UHFFFAOYSA-N 0.000 abstract 1
- FSJSYDFBTIVUFD-SUKNRPLKSA-N (z)-4-hydroxypent-3-en-2-one;oxovanadium Chemical compound [V]=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O FSJSYDFBTIVUFD-SUKNRPLKSA-N 0.000 abstract 1
- FNZPEDMQAMQJRL-UHFFFAOYSA-N 1-ethenyl-2,2,6-trimethylcyclohexan-1-ol Chemical compound CC1CCCC(C)(C)C1(O)C=C FNZPEDMQAMQJRL-UHFFFAOYSA-N 0.000 abstract 1
- AIGDCHBGIDZKLM-UHFFFAOYSA-N 2-methylnon-3-en-2-ol Chemical compound CCCCCC=CC(C)(C)O AIGDCHBGIDZKLM-UHFFFAOYSA-N 0.000 abstract 1
- HFYAEUXHCMTPOL-UHFFFAOYSA-N 3-Methyl-1-penten-3-ol Chemical compound CCC(C)(O)C=C HFYAEUXHCMTPOL-UHFFFAOYSA-N 0.000 abstract 1
- HNVRRHSXBLFLIG-UHFFFAOYSA-N 3-hydroxy-3-methylbut-1-ene Chemical compound CC(C)(O)C=C HNVRRHSXBLFLIG-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- FQTLCLSUCSAZDY-ATGUSINASA-N Nerolidol Chemical compound CC(C)=CCC\C(C)=C\CC[C@](C)(O)C=C FQTLCLSUCSAZDY-ATGUSINASA-N 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000004808 allyl alcohols Chemical class 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- APUPEJJSWDHEBO-UHFFFAOYSA-P ammonium molybdate Chemical compound [NH4+].[NH4+].[O-][Mo]([O-])(=O)=O APUPEJJSWDHEBO-UHFFFAOYSA-P 0.000 abstract 1
- 229940010552 ammonium molybdate Drugs 0.000 abstract 1
- 235000018660 ammonium molybdate Nutrition 0.000 abstract 1
- 239000011609 ammonium molybdate Substances 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- UNTBPXHCXVWYOI-UHFFFAOYSA-O azanium;oxido(dioxo)vanadium Chemical compound [NH4+].[O-][V](=O)=O UNTBPXHCXVWYOI-UHFFFAOYSA-O 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000003426 co-catalyst Substances 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 125000000524 functional group Chemical group 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 abstract 1
- 239000007791 liquid phase Substances 0.000 abstract 1
- WASNIKZYIWZQIP-AWEZNQCLSA-N nerolidol Natural products CC(=CCCC(=CCC[C@@H](O)C=C)C)C WASNIKZYIWZQIP-AWEZNQCLSA-N 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 230000000737 periodic effect Effects 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 150000003509 tertiary alcohols Chemical class 0.000 abstract 1
- 229910052723 transition metal Inorganic materials 0.000 abstract 1
- 150000003624 transition metals Chemical class 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
- C07C29/56—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by isomerisation
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12C—BEER; PREPARATION OF BEER BY FERMENTATION; PREPARATION OF MALT FOR MAKING BEER; PREPARATION OF HOPS FOR MAKING BEER
- C12C11/00—Fermentation processes for beer
- C12C11/02—Pitching yeast
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J23/20—Vanadium, niobium or tantalum
- B01J23/22—Vanadium
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/50—Complexes comprising metals of Group V (VA or VB) as the central metal
- B01J2531/56—Vanadium
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0201—Oxygen-containing compounds
- B01J31/0211—Oxygen-containing compounds with a metal-oxygen link
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0201—Oxygen-containing compounds
- B01J31/0211—Oxygen-containing compounds with a metal-oxygen link
- B01J31/0212—Alkoxylates
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/22—Organic complexes
- B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
- B01J31/2208—Oxygen, e.g. acetylacetonates
- B01J31/2226—Anionic ligands, i.e. the overall ligand carries at least one formal negative charge
- B01J31/223—At least two oxygen atoms present in one at least bidentate or bridging ligand
- B01J31/2234—Beta-dicarbonyl ligands, e.g. acetylacetonates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Mycology (AREA)
- Food Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Microbiology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR181946 | 1968-12-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1256184A true GB1256184A (en) | 1971-12-08 |
Family
ID=8659427
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB63395/69A Expired GB1256184A (en) | 1968-12-30 | 1969-12-30 | Process for the preparation of allylic primary or secondary alcohols |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS4823407B1 (enrdf_load_stackoverflow) |
| AT (1) | AT294027B (enrdf_load_stackoverflow) |
| BE (1) | BE743806A (enrdf_load_stackoverflow) |
| BR (1) | BR6915641D0 (enrdf_load_stackoverflow) |
| CH (1) | CH514520A (enrdf_load_stackoverflow) |
| FR (1) | FR1599581A (enrdf_load_stackoverflow) |
| GB (1) | GB1256184A (enrdf_load_stackoverflow) |
| NL (1) | NL170528C (enrdf_load_stackoverflow) |
| SE (1) | SE379750B (enrdf_load_stackoverflow) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4006193A (en) * | 1972-03-13 | 1977-02-01 | Kuraray Co., Ltd. | Isomerization of the unsaturated alcohols |
| WO2001042177A1 (de) * | 1999-12-06 | 2001-06-14 | Basf Aktiengesellschaft | Verfahren zur isomerisierung von allylalkoholen |
| US7132576B2 (en) | 2001-12-07 | 2006-11-07 | Basf Aktiengesellschaft | Method for isomerizing allyl alcohols |
| EP2657216A1 (de) | 2012-04-27 | 2013-10-30 | Symrise AG | Verfahren zum Umsetzen von Farnesol zu Nerolidol in Gegenwart von alpha-Bisabolol |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5536648B2 (enrdf_load_stackoverflow) * | 1972-06-14 | 1980-09-22 | ||
| US4254291A (en) * | 1979-08-22 | 1981-03-03 | Scm Corporation | Allylic rearrangement process |
-
1968
- 1968-12-30 FR FR181946A patent/FR1599581A/fr not_active Expired
-
1969
- 1969-12-22 NL NLAANVRAGE6919194,A patent/NL170528C/xx not_active IP Right Cessation
- 1969-12-27 JP JP44105032A patent/JPS4823407B1/ja active Pending
- 1969-12-29 SE SE6918007A patent/SE379750B/xx unknown
- 1969-12-29 CH CH1934969A patent/CH514520A/fr not_active IP Right Cessation
- 1969-12-29 BE BE743806D patent/BE743806A/xx unknown
- 1969-12-29 BR BR215641/69A patent/BR6915641D0/pt unknown
- 1969-12-30 AT AT1212669A patent/AT294027B/de not_active IP Right Cessation
- 1969-12-30 GB GB63395/69A patent/GB1256184A/en not_active Expired
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4006193A (en) * | 1972-03-13 | 1977-02-01 | Kuraray Co., Ltd. | Isomerization of the unsaturated alcohols |
| WO2001042177A1 (de) * | 1999-12-06 | 2001-06-14 | Basf Aktiengesellschaft | Verfahren zur isomerisierung von allylalkoholen |
| US6566564B1 (en) | 1999-12-06 | 2003-05-20 | Basf Aktiengesellschaft | Method for isomersing allyl acohols |
| US7132576B2 (en) | 2001-12-07 | 2006-11-07 | Basf Aktiengesellschaft | Method for isomerizing allyl alcohols |
| EP2657216A1 (de) | 2012-04-27 | 2013-10-30 | Symrise AG | Verfahren zum Umsetzen von Farnesol zu Nerolidol in Gegenwart von alpha-Bisabolol |
| US9199900B2 (en) | 2012-04-27 | 2015-12-01 | Symrise Ag | Method for converting farnesol to nerolidol in the presence of alpha-bisabolol |
Also Published As
| Publication number | Publication date |
|---|---|
| BE743806A (enrdf_load_stackoverflow) | 1970-06-29 |
| FR1599581A (enrdf_load_stackoverflow) | 1970-07-15 |
| BR6915641D0 (pt) | 1973-05-10 |
| DE1965377B2 (de) | 1977-03-10 |
| JPS4823407B1 (enrdf_load_stackoverflow) | 1973-07-13 |
| CH514520A (fr) | 1971-10-31 |
| NL6919194A (enrdf_load_stackoverflow) | 1970-07-02 |
| SE379750B (enrdf_load_stackoverflow) | 1975-10-20 |
| DE1965377A1 (de) | 1970-07-16 |
| AT294027B (de) | 1971-11-10 |
| NL170528C (nl) | 1982-11-16 |
| NL170528B (nl) | 1982-06-16 |
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