Process for the cyclopropanation of olefins using N-methyl-N-nitroso compounds
US-10611704-B2 · Apr 7, 2020 · US
Process for the cyclopropanation of olefins using N-methyl-N-nitroso compounds
US11034628B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-11034628-B2 |
| Application number | US-201916731361-A |
| Country | US |
| Kind code | B2 |
| Filing date | Dec 31, 2019 |
| Priority date | Sep 16, 2015 |
| Publication date | Jun 15, 2021 |
| Grant date | Jun 15, 2021 |
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.
A process of converting a carbon-carbon double bond on a substrate into a cyclopropane ring, which method comprises the step of treating the substrate with a N-alkyl-N-nitroso compound, a transition metal catalyst and an aqueous base, wherein the N-alkyl-N-nitroso compound is formed by reacting an alkyl amine with an alkali metal nitrite in the presence of a mono-basic or di-basic acid, or a mixture thereof, and wherein the N-alkyl-N-nitroso compound is not distilled before it is mixed with the substrate, catalyst and base.
First claim
Opening claim text (preview).
The invention claimed is: 1. A process of converting a carbon-carbon double bond on a substrate into a cyclopropane ring, the process comprising treating the substrate with (N-methyl-N-nitroso)-4-amino-4-methyl-2-pentanone, a transition metal catalyst and an aqueous base, and thereby forming the cyclopropane ring, wherein the (N-methyl-N-nitroso)-4-amino-4-methyl-2-pentanone is formed by reacting (N-methyl)-4-amino-4-methyl-2-pentanone with an alkali metal nitrite in the presence of formic acid and wherein the (N-methyl-N-nitroso)-4-amino-4-methyl-2-pentanone N is not distilled before it is mixed with the substrate, catalyst and base. 2. The process according to claim 1 , wherein the substrate is a compound according to the general formulae wherein R 1 and R 2 , independently, represent H, alkyl, alkylidene, or aryl, which may be branched or unbranched and substituted or unsubstituted; and R 3 represents an alkyl, alkylidene, or aryl, which may be branched or unbranched and substituted or unsubstituted. 3. The process according to claim 2 , wherein the substrate is an isoprenoid. 4. The process according to claim 1 , wherein a compound of the formula in which n=0, 1, 2 or 3 is formed. 5. The process according to claim 1 , wherein a compound of the formula, is formed. 6. The process according to claim 3 , wherein the isoprenoid is alpha farnesene or beta farnesene. 7. The method according to claim 1 , wherein the catalyst is a palladium catalyst.
Assignees
Inventors
Classifications
- C07C241/00Primary
Preparation of compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes · CPC title
- C07C2/86Primary
by condensation between a hydrocarbon and a non-hydrocarbon · CPC title
with a three-membered ring · CPC title
Carbonyls · CPC title
N-nitroso-amines · 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 US11034628B2 cover?
- A process of converting a carbon-carbon double bond on a substrate into a cyclopropane ring, which method comprises the step of treating the substrate with a N-alkyl-N-nitroso compound, a transition metal catalyst and an aqueous base, wherein the N-alkyl-N-nitroso compound is formed by reacting an alkyl amine with an alkali metal nitrite in the presence of a mono-basic or di-basic acid, or a mi…
- Who is the assignee on this patent?
- Givaudan Sa
- What technology area does this patent fall under?
- Primary CPC classification C07C241/00. Mapped technology areas include Chemistry & Metallurgy.
- When was this patent published?
- Publication date Tue Jun 15 2021 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 4 related publications on this page (citations in our corpus or others sharing the same primary CPC).