Alicyclic diol compound and manufacturing method thereof
US-9212115-B2 · Dec 15, 2015 · US
Alpha-halotetramethycyclohexanone, a method for the preparation thereof, and a method for the preparation of a (2,3,4,4-tetramethylcyclopentyl)methy carboxylate compound
US9919994B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9919994-B2 |
| Application number | US-201715581833-A |
| Country | US |
| Kind code | B2 |
| Filing date | Apr 28, 2017 |
| Priority date | May 24, 2016 |
| Publication date | Mar 20, 2018 |
| Grant date | Mar 20, 2018 |
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Abstract
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A method for the preparation of a sex pheromone of Obscure Mealy bug (OMB), (±)(2,3,4,4-tetramethycyclopentyl) methyl acetate includes a step of subjecting alpha-halotetramethylcyclohexanone to a Favorskii rearrangement to obtain a 2,3,4,4-tetramethylcyclopentane compound (2), a step of subjecting the compound (2) to reduction to obtain (2,3,4,4-tetramethylcyclopentyl)methanol compound (3) and a step of subjection the compound (3) to acylation to obtain a (2,3,4,4-tetramethylcyclopentyl)methyl carboxylate compound (4).
First claim
Opening claim text (preview).
The invention claimed is: 1. A method for the preparation of a (2,3,4,4-tetramethylcyclopentyl)methyl carboxylate compound, comprising a step of subjecting alpha-halotetramethylcyclohexanone corresponding to the following general formula (1a) or (1b): wherein X is a chlorine atom or a bromine atom, to a Favorskii rearrangement to obtain a 2,3,4,4-tetramethylcyclopentane compound corresponding to the following general formula (2): wherein R 1 is a hydrogen atom or a monovalent C 1-15 hydrocarbon group, a step of subjecting 2,3,4,4-tetramethylcyclopentane compound (2) to reduction to obtain (2,3,4,4-tetramethylcyclopentyl)methanol corresponding to the following general formula (3): and a step of subjecting (2,3,4,4-tetramethylcyclopentyl)methanol (3) to acylation to obtain a (2,3,4,4-tetramethylcyclopentyl)methyl carboxylate compound corresponding to the following general formula (4): wherein R 2 is a monovalent C 1-15 hydrocarbon group. 2. Alpha-halotetramethylcyclohexanone corresponding to the following general formula (1a) or (1b): wherein X is a chlorine atom or a bromine atom. 3. A method for the preparation of alpha-halotetramethyl-cyclohexanone, comprising a step of hydrogenating 3,5,5-trimetyl-4-methylidene-2-cyclohexene-1-one corresponding to the following formula (5): to obtain 3,3,4,5-tetramethylcyclohexane-1-one corresponding to the following formula (6): and a step of subjecting 3,3,4,5-tetramethylcyclohexane-1-one (6) to halogenation to obtain alpha-halotetramethylcyclohexanone corresponding to said general formula (1a) or (1b).
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Classifications
- C07C67/14Primary
from carboxylic acid halides · CPC title
a keto group being part of a six-membered ring · CPC title
- C07C45/63Primary
by introduction of halogen; by substitution of halogen atoms by other halogen atoms · CPC title
by hydrogenation of carbon-to-carbon double or triple bonds · CPC title
of carboxylic acids or derivatives thereof · CPC title
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- What does patent US9919994B2 cover?
- A method for the preparation of a sex pheromone of Obscure Mealy bug (OMB), (±)(2,3,4,4-tetramethycyclopentyl) methyl acetate includes a step of subjecting alpha-halotetramethylcyclohexanone to a Favorskii rearrangement to obtain a 2,3,4,4-tetramethylcyclopentane compound (2), a step of subjecting the compound (2) to reduction to obtain (2,3,4,4-tetramethylcyclopentyl)methanol compound (3) and …
- Who is the assignee on this patent?
- Shinetsu Chemical Co
- What technology area does this patent fall under?
- Primary CPC classification C07C67/14. Mapped technology areas include Chemistry & Metallurgy.
- When was this patent published?
- Publication date Tue Mar 20 2018 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).