Method for producing asymmetric conjugated diyne compound and method for producing Z,Z-conjugated diene compound using the same
US-9845304-B2 · Dec 19, 2017 · US
Cyclopropanation of substituted alkenes
US10227269B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10227269-B2 |
| Application number | US-201615735712-A |
| Country | US |
| Kind code | B2 |
| Filing date | Aug 4, 2016 |
| Priority date | Aug 6, 2015 |
| Publication date | Mar 12, 2019 |
| Grant date | Mar 12, 2019 |
How to read this patent
A practical reading order for non-experts. Skip the full description unless you need deep technical detail.
- Title
What the patent document calls the invention.
- Abstract
A short plain-language summary of the technical disclosure.
- Assignees and inventors
Who owns or filed the patent and who is credited as inventor.
- Key dates
Filing, priority, publication, and grant dates set the timeline.
- First independent claim
The legal scope of protection — read this for what is actually claimed.
- CPC / IPC classifications
Technology tags used to group this patent with similar filings.
- Citations and related patents
Prior art links and similar publications in this corpus.
Abstract
Official abstract text for this publication.
Disclosed is a cyclopropanation process comprising the step of reacting an alkene compound having at least one carbon-carbon double bond with at least one dihaloalkane. The reaction is carried out in the presence of (i) particulate metal Zn, (ii) catalytically effective amount of particulate metal Cu or a salt thereof, (iii) at least one haloalkylsilane, and (iv) at least one solvent.
First claim
Opening claim text (preview).
What is claimed is: 1. A cyclopropanation process comprising the step of reacting an alkene compound having at least one carbon-carbon double bond with at least one dihaloalkane in the presence of (i) particulate metal Zn, (ii) catalytically effective amount of particulate metal Cu or a salt thereof, (iii) at least one haloalkylsilane, and (iv) at least one solvent; thereby producing a cyclopropane derivative of said compound, wherein the at least one solvent is a mixture of cyclopentyl methyl ether and dichloromethane having a ratio of between 1:5 to 10:1. 2. A cyclopropanation process according to claim 1 , wherein said alkene compound has at least two carbon-carbon double bonds. 3. A cyclopropanation process according to claim 1 , wherein said at least one dihaloalkane is dibromomethane, chlorobromomethane, or a combination thereof. 4. A cyclopropanation process according to claim 1 , wherein said particulate metal Zn has particle size of less than 10 μm. 5. A cyclopropanation process according to claim 1 , wherein said particulate metal Cu has particle size of less than 50 μm. 6. A cyclopropanation process according to claim 1 , wherein said haloalkylsilane is chlorotrialkyl silane. 7. A cyclopropanation process according to claim 6 , wherein said chlorotrialkyl silane is selected from the group consisting of chlorotrimethylsilane, chlorotriethyl silane, chlorotributylsilane, chlorotriisobutylsilane, chlorotrihexylsilane, and any combinations thereof. 8. A cyclopropanation process according to claim 1 , wherein when said alkene compound comprises one double bond, said particulate metal Zn is added in an amount of 1-10 molar equivalents relative to said alkene compound. 9. A cyclopropanation process according to claim 1 , wherein said particulate metal Cu is presented in an amount of 0.1 to 1 wt % of said particulate metal Zn. 10. A cyclopropanation process according to claim 1 , having a yield of between about 50% to about 95%. 11. A method of manufacturing a flavor or fragrance ingredient, comprising the cyclopropanation process according to claim 1 .
Assignees
Inventors
Classifications
the ring system containing seven carbon atoms · CPC title
- C07C2/861Primary
the non-hydrocarbon contains only halogen as hetero-atoms · CPC title
the condensed rings sharing two common C atoms · CPC title
the bicyclo ring system containing six carbon atoms · CPC title
Spiro compounds · CPC title
Patent family
Related publications grouped by family.
External sources
Frequently asked questions
Answers are generated from the same data shown on this page.
- What does patent US10227269B2 cover?
- Disclosed is a cyclopropanation process comprising the step of reacting an alkene compound having at least one carbon-carbon double bond with at least one dihaloalkane. The reaction is carried out in the presence of (i) particulate metal Zn, (ii) catalytically effective amount of particulate metal Cu or a salt thereof, (iii) at least one haloalkylsilane, and (iv) at least one solvent.
- Who is the assignee on this patent?
- Int Flavors & Fragrances Inc
- What technology area does this patent fall under?
- Primary CPC classification C07C2/861. Mapped technology areas include Chemistry & Metallurgy.
- When was this patent published?
- Publication date Tue Mar 12 2019 00:00:00 GMT+0000 (Coordinated Universal Time) (B2). Legal status and post-grant events are not shown on this page.
- What related patents are in patentsdb?
- We list 8 related publications on this page (citations in our corpus or others sharing the same primary CPC).