BRPI0519352A2 - processo de ciclopropanaÇço - Google Patents
processo de ciclopropanaÇçoInfo
- Publication number
- BRPI0519352A2 BRPI0519352A2 BRPI0519352-4A BRPI0519352A BRPI0519352A2 BR PI0519352 A2 BRPI0519352 A2 BR PI0519352A2 BR PI0519352 A BRPI0519352 A BR PI0519352A BR PI0519352 A2 BRPI0519352 A2 BR PI0519352A2
- Authority
- BR
- Brazil
- Prior art keywords
- dibromomethane
- cyclopropanation
- cypropanation
- carbenoid
- metallocenes
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 5
- 238000005888 cyclopropanation reaction Methods 0.000 title abstract 2
- FJBFPHVGVWTDIP-UHFFFAOYSA-N dibromomethane Chemical compound BrCBr FJBFPHVGVWTDIP-UHFFFAOYSA-N 0.000 abstract 2
- 239000002841 Lewis acid Substances 0.000 abstract 1
- 150000001336 alkenes Chemical class 0.000 abstract 1
- -1 alkyl aluminum compound Chemical class 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 230000003197 catalytic effect Effects 0.000 abstract 1
- 239000003205 fragrance Substances 0.000 abstract 1
- 239000004615 ingredient Substances 0.000 abstract 1
- 150000007517 lewis acids Chemical class 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 150000002736 metal compounds Chemical class 0.000 abstract 1
- 150000003623 transition metal compounds Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/42—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons homo- or co-oligomerisation with ring formation, not being a Diels-Alder conversion
-
- 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
- C07C29/36—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/86—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation between a hydrocarbon and a non-hydrocarbon
- C07C2/861—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation between a hydrocarbon and a non-hydrocarbon the non-hydrocarbon contains only halogen as hetero-atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
-
- 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
- C07C29/32—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions without formation of -OH groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/16—Preparation of ethers by reaction of esters of mineral or organic acids with hydroxy or O-metal groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
- C07C41/30—Preparation of ethers by reactions not forming ether-oxygen bonds by increasing the number of carbon atoms, e.g. by oligomerisation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
- C07C43/04—Saturated ethers
- C07C43/115—Saturated ethers containing carbocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
- C07C67/343—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C67/347—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by addition to unsaturated carbon-to-carbon bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D313/00—Heterocyclic compounds containing rings of more than six members having one oxygen atom as the only ring hetero atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
- C07C2601/08—Systems containing only non-condensed rings with a five-membered ring the ring being saturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
- C07C2601/10—Systems containing only non-condensed rings with a five-membered ring the ring being unsaturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/14—All rings being cycloaliphatic
- C07C2602/18—All rings being cycloaliphatic the ring system containing six carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fats And Perfumes (AREA)
- Pyrane Compounds (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
PROCESSO DE CICLOPROPANAÇçO. A presente invenção refere-se a um processo para a ciclopropanação de um alqueno substituído, compreendendo a reação do alqueno com um carbenóide, gerado a partir do dibromometano e um composto de tri-(C2-C8)-alquil alumínio, na presença de uma quantidade catalítica de um composto de metal selecionado a partir do grupo que consiste em ácidos de Lewis, metalocenos e complexos de metal carbonila. O processo utiliza vantajosamente os compostos de metal de transição como catalisadores, e o dibromometano pode ser recuperado. O processo é especialmente útil para a preparação de ingredientes para a indústria de essências e fragrâncias.
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0428294.3 | 2004-12-24 | ||
| GB0428294A GB0428294D0 (en) | 2004-12-24 | 2004-12-24 | Process |
| GB0517584.9 | 2005-08-30 | ||
| GB0517584A GB0517584D0 (en) | 2005-08-30 | 2005-08-30 | Process |
| PCT/CH2005/000763 WO2006066436A1 (en) | 2004-12-24 | 2005-12-20 | Cyclopropanation process |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| BRPI0519352A2 true BRPI0519352A2 (pt) | 2009-01-20 |
| BRPI0519352B1 BRPI0519352B1 (pt) | 2015-09-15 |
Family
ID=35811622
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BRPI0519352-4A BRPI0519352B1 (pt) | 2004-12-24 | 2005-12-20 | processos de ciclopropanação de um alqueno substituído, bem como de fabricação de uma essência ou ingrediente de fragrância |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US7777084B2 (pt) |
| EP (1) | EP1828087B1 (pt) |
| JP (1) | JP5301162B2 (pt) |
| KR (1) | KR20070089195A (pt) |
| AT (1) | ATE416153T1 (pt) |
| BR (1) | BRPI0519352B1 (pt) |
| DE (1) | DE602005011481D1 (pt) |
| ES (1) | ES2318571T3 (pt) |
| IL (1) | IL183550A (pt) |
| MX (1) | MX2007007354A (pt) |
| WO (1) | WO2006066436A1 (pt) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7485668B2 (en) * | 2005-04-14 | 2009-02-03 | International Flavors & Fragrances Inc. | Cyclopropanated macrocyclic ketones and lactones |
| GB0621805D0 (en) * | 2006-11-03 | 2006-12-13 | Givaudan Sa | Organic compounds |
| GB0716232D0 (en) | 2007-08-21 | 2007-09-26 | Givaudan Sa | Cyclopropanation process |
| ES2869279T3 (es) | 2015-08-06 | 2021-10-25 | Int Flavors & Fragrances Inc | Ciclopropanación de alquenos sustituidos |
| JP6091028B1 (ja) * | 2015-11-11 | 2017-03-08 | 花王株式会社 | シクロプロパン化合物 |
| WO2022058018A1 (en) | 2020-09-18 | 2022-03-24 | Symrise Ag | Cyclopropanated sandalwood type compounds |
| CN115181013B (zh) * | 2022-07-22 | 2023-08-08 | 北京先通国际医药科技股份有限公司 | 修饰脂肪酸型pet试剂前体关键中间体的制备方法及其用途 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH06184051A (ja) * | 1992-12-22 | 1994-07-05 | Sagami Chem Res Center | 光学活性置換シクロプロピルアルカン酸誘導体およびその製造中間体 |
| JPH0753423A (ja) * | 1993-08-12 | 1995-02-28 | Sagami Chem Res Center | 光学活性シクロプロパン誘導体の製造法 |
| JPH07233175A (ja) * | 1994-02-22 | 1995-09-05 | Sagami Chem Res Center | 金属置換シクロプロピルメタノール誘導体の不斉製造法 |
| ES2222859T3 (es) * | 1996-04-09 | 2005-02-16 | Givaudan Sa | Derivados de ciclopentenbutanol. |
| EP0801049B1 (en) | 1996-04-09 | 2001-11-21 | Givaudan SA | Cyclopentanebutanol derivatives as odorants |
| JPH101446A (ja) * | 1996-06-14 | 1998-01-06 | Mitsubishi Chem Corp | 共役ジオレフィンの環化二量化方法 |
| JP3991625B2 (ja) * | 2001-06-26 | 2007-10-17 | 日本ゼオン株式会社 | シクロプロパン化合物および香料組成物 |
| GB0428306D0 (en) * | 2004-12-24 | 2005-01-26 | Givaudan Sa | Compound |
-
2005
- 2005-12-20 EP EP05815490A patent/EP1828087B1/en not_active Expired - Lifetime
- 2005-12-20 KR KR1020077014234A patent/KR20070089195A/ko not_active Withdrawn
- 2005-12-20 DE DE602005011481T patent/DE602005011481D1/de not_active Expired - Lifetime
- 2005-12-20 JP JP2007547143A patent/JP5301162B2/ja not_active Expired - Fee Related
- 2005-12-20 ES ES05815490T patent/ES2318571T3/es not_active Expired - Lifetime
- 2005-12-20 AT AT05815490T patent/ATE416153T1/de not_active IP Right Cessation
- 2005-12-20 WO PCT/CH2005/000763 patent/WO2006066436A1/en not_active Ceased
- 2005-12-20 US US11/722,121 patent/US7777084B2/en not_active Expired - Fee Related
- 2005-12-20 BR BRPI0519352-4A patent/BRPI0519352B1/pt not_active IP Right Cessation
- 2005-12-20 MX MX2007007354A patent/MX2007007354A/es active IP Right Grant
-
2007
- 2007-05-30 IL IL183550A patent/IL183550A/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| JP5301162B2 (ja) | 2013-09-25 |
| IL183550A (en) | 2010-12-30 |
| ATE416153T1 (de) | 2008-12-15 |
| US20080275256A1 (en) | 2008-11-06 |
| JP2008525324A (ja) | 2008-07-17 |
| ES2318571T3 (es) | 2009-05-01 |
| DE602005011481D1 (de) | 2009-01-15 |
| EP1828087B1 (en) | 2008-12-03 |
| IL183550A0 (en) | 2007-09-20 |
| EP1828087A1 (en) | 2007-09-05 |
| BRPI0519352B1 (pt) | 2015-09-15 |
| WO2006066436A1 (en) | 2006-06-29 |
| US7777084B2 (en) | 2010-08-17 |
| KR20070089195A (ko) | 2007-08-30 |
| MX2007007354A (es) | 2007-07-09 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| B07A | Application suspended after technical examination (opinion) [chapter 7.1 patent gazette] | ||
| B09A | Decision: intention to grant [chapter 9.1 patent gazette] | ||
| B16A | Patent or certificate of addition of invention granted [chapter 16.1 patent gazette] |
Free format text: PRAZO DE VALIDADE: 20 (VINTE) ANOS CONTADOS A PARTIR DE 20/12/2005, OBSERVADAS AS CONDICOES LEGAIS. |
|
| B21F | Lapse acc. art. 78, item iv - on non-payment of the annual fees in time |
Free format text: REFERENTE A 15A ANUIDADE. |
|
| B24J | Lapse because of non-payment of annual fees (definitively: art 78 iv lpi, resolution 113/2013 art. 12) |
Free format text: EM VIRTUDE DA EXTINCAO PUBLICADA NA RPI 2610 DE 12-01-2021 E CONSIDERANDO AUSENCIA DE MANIFESTACAO DENTRO DOS PRAZOS LEGAIS, INFORMO QUE CABE SER MANTIDA A EXTINCAO DA PATENTE E SEUS CERTIFICADOS, CONFORME O DISPOSTO NO ARTIGO 12, DA RESOLUCAO 113/2013. |