GB1528290A - Process for the stereoselective hydrogenation of alpha-pinene - Google Patents
Process for the stereoselective hydrogenation of alpha-pineneInfo
- Publication number
- GB1528290A GB1528290A GB16862/77A GB1686277A GB1528290A GB 1528290 A GB1528290 A GB 1528290A GB 16862/77 A GB16862/77 A GB 16862/77A GB 1686277 A GB1686277 A GB 1686277A GB 1528290 A GB1528290 A GB 1528290A
- Authority
- GB
- United Kingdom
- Prior art keywords
- pinene
- alpha
- pinane
- cis
- stereoselective hydrogenation
- 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
- GRWFGVWFFZKLTI-IUCAKERBSA-N 1S,5S-(-)-alpha-Pinene Natural products CC1=CC[C@@H]2C(C)(C)[C@H]1C2 GRWFGVWFFZKLTI-IUCAKERBSA-N 0.000 title abstract 3
- GRWFGVWFFZKLTI-UHFFFAOYSA-N α-pinene Chemical compound CC1=CCC2C(C)(C)C1C2 GRWFGVWFFZKLTI-UHFFFAOYSA-N 0.000 title abstract 3
- MVNCAPSFBDBCGF-UHFFFAOYSA-N alpha-pinene Natural products CC1=CCC23C1CC2C3(C)C MVNCAPSFBDBCGF-UHFFFAOYSA-N 0.000 title abstract 2
- 238000000034 method Methods 0.000 title 1
- 238000011924 stereoselective hydrogenation Methods 0.000 title 1
- XOKSLPVRUOBDEW-DJLDLDEBSA-N (1r,4s,5r)-4,6,6-trimethylbicyclo[3.1.1]heptane Chemical compound C[C@H]1CC[C@H]2C(C)(C)[C@@H]1C2 XOKSLPVRUOBDEW-DJLDLDEBSA-N 0.000 abstract 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract 2
- XOKSLPVRUOBDEW-UHFFFAOYSA-N pinane of uncertain configuration Natural products CC1CCC2C(C)(C)C1C2 XOKSLPVRUOBDEW-UHFFFAOYSA-N 0.000 abstract 2
- 229910021591 Copper(I) chloride Inorganic materials 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- 229910019093 NaOCl Inorganic materials 0.000 abstract 1
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- 239000003607 modifier Substances 0.000 abstract 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- 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
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/06—Halogens; Compounds thereof
-
- 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
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/74—Iron group metals
- B01J23/755—Nickel
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
- C07C5/02—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by hydrogenation
- C07C5/03—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by hydrogenation of non-aromatic carbon-to-carbon double bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of the iron group metals or copper
- C07C2523/74—Iron group metals
- C07C2523/755—Nickel
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- C07C2531/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- C07C2531/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups C07C2531/02 - C07C2531/24
- C07C2531/28—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups C07C2531/02 - C07C2531/24 of the platinum group metals, iron group metals or copper
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/36—Systems containing two condensed rings the rings having more than two atoms in common
- C07C2602/42—Systems containing two condensed rings the rings having more than two atoms in common the bicyclo ring system containing seven carbon atoms
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S585/00—Chemistry of hydrocarbon compounds
- Y10S585/8995—Catalyst and recycle considerations
- Y10S585/906—Catalyst preservation or manufacture, e.g. activation before use
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S585/00—Chemistry of hydrocarbon compounds
- Y10S585/929—Special chemical considerations
- Y10S585/947—Terpene manufacture or recovery
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S585/00—Chemistry of hydrocarbon compounds
- Y10S585/949—Miscellaneous considerations
- Y10S585/952—Reaction stopping or retarding
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (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 |
|---|---|---|---|
| US05/690,558 US4018842A (en) | 1976-05-27 | 1976-05-27 | Selective hydrogenation of α-pinene to cis-pinane |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1528290A true GB1528290A (en) | 1978-10-11 |
Family
ID=24772953
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB16862/77A Expired GB1528290A (en) | 1976-05-27 | 1977-04-22 | Process for the stereoselective hydrogenation of alpha-pinene |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US4018842A (cg-RX-API-DMAC10.html) |
| JP (1) | JPS532462A (cg-RX-API-DMAC10.html) |
| DE (1) | DE2722741A1 (cg-RX-API-DMAC10.html) |
| FI (1) | FI65227C (cg-RX-API-DMAC10.html) |
| FR (1) | FR2352772A1 (cg-RX-API-DMAC10.html) |
| GB (1) | GB1528290A (cg-RX-API-DMAC10.html) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4018842A (en) * | 1976-05-27 | 1977-04-19 | Scm Corporation | Selective hydrogenation of α-pinene to cis-pinane |
| FR2393780A1 (fr) * | 1977-06-09 | 1979-01-05 | Scm Corp | Hydrogenation de composes insatures cycliques |
| JPS5747148Y2 (cg-RX-API-DMAC10.html) * | 1979-12-26 | 1982-10-16 | ||
| US4310714A (en) * | 1980-12-10 | 1982-01-12 | Union Camp Corporation | Hydrogenation of α-pinene to cis-pinane |
| US4472128A (en) * | 1983-06-02 | 1984-09-18 | Sharp Die And Mold Co. | Quick change locator clamp assembly for plastic molding machine |
| CN1054595C (zh) * | 1997-12-15 | 2000-07-19 | 中国科学院广州化学研究所 | 一种由蒎烯催化氢化制备顺式蒎烷的方法 |
| CN101239885B (zh) * | 2007-02-09 | 2011-04-20 | 嘉兴香料厂 | 一种二氢月桂烯醇的合成工艺 |
| CN104844408B (zh) * | 2015-01-21 | 2016-07-13 | 青岛科技大学 | 一种催化α-蒎烯加氢制备顺式蒎烷的方法 |
| CN105669344A (zh) * | 2016-02-29 | 2016-06-15 | 常州大学 | 一种α-蒎烯连续催化加氢合成顺式蒎烷的方法 |
| CN110256185B (zh) * | 2019-07-18 | 2022-02-08 | 青岛科技大学 | 一种基于生物质基催化剂的α-蒎烯加氢方法 |
| CN112980501B (zh) * | 2021-02-24 | 2022-03-18 | 青岛科技大学 | 一种松节油基生物质高能量密度燃料的一锅制备方法 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3240821A (en) * | 1966-03-15 | Process for the production of linalgol | ||
| FR1349980A (fr) * | 1962-11-19 | 1964-01-24 | Glidden Co | Procédé de préparation du 2, 6-diméthyl-2, 7-octadiène |
| US4018842A (en) * | 1976-05-27 | 1977-04-19 | Scm Corporation | Selective hydrogenation of α-pinene to cis-pinane |
-
1976
- 1976-05-27 US US05/690,558 patent/US4018842A/en not_active Expired - Lifetime
-
1977
- 1977-04-22 GB GB16862/77A patent/GB1528290A/en not_active Expired
- 1977-05-17 FR FR7715048A patent/FR2352772A1/fr active Granted
- 1977-05-17 DE DE19772722741 patent/DE2722741A1/de not_active Ceased
- 1977-05-18 FI FI771583A patent/FI65227C/fi not_active IP Right Cessation
- 1977-05-19 JP JP5713077A patent/JPS532462A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6129936B2 (cg-RX-API-DMAC10.html) | 1986-07-10 |
| FR2352772A1 (fr) | 1977-12-23 |
| US4018842A (en) | 1977-04-19 |
| FI65227B (fi) | 1983-12-30 |
| DE2722741A1 (de) | 1977-12-08 |
| FI771583A7 (cg-RX-API-DMAC10.html) | 1977-11-28 |
| FR2352772B1 (cg-RX-API-DMAC10.html) | 1982-04-02 |
| FI65227C (fi) | 1984-04-10 |
| JPS532462A (en) | 1978-01-11 |
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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 |