Amber odorant
US-2020299254-A1 · Sep 24, 2020 · US
Terminal conjugated trienal acetal compound and method for producing terminal conjugated trienal compound using the same
US9822050B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9822050-B2 |
| Application number | US-201715447817-A |
| Country | US |
| Kind code | B2 |
| Filing date | Mar 2, 2017 |
| Priority date | Mar 3, 2016 |
| Publication date | Nov 21, 2017 |
| Grant date | Nov 21, 2017 |
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Abstract
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Provided are a terminal conjugated trienal acetal compound useful as an intermediate for producing a terminal conjugated trienal compound, and a method for producing a terminal conjugated trienal compound through deprotection of the terminal conjugated trienal acetal compound. More specifically, provided are a terminal conjugated trienal acetal compound represented by General Formula (1); a method for producing a (Z,E)-terminal conjugated trienal acetal compound, the method comprising the step of: reacting a phosphonium salt represented by General Formula (7) with (E)-2,4-pentadienal through Wittig reaction to obtain a (Z,E)-terminal conjugated trienal acetal compound represented by General Formula (3); and a method for producing a terminal conjugated trienal compound, the method comprising the step of: deprotecting the terminal conjugated trienal acetal compound represented by General Formula (1) to obtain a terminal conjugated trienal compound represented by General Formula (2).
First claim
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The invention claimed is: 1. A terminal conjugated trienal acetal compound of General Formula (1): wherein n is an integer of 2 to 11; and each of R 1 and R 2 independently is a monovalent hydrocarbon group having 1 to 10 carbon atoms, or R 1 and R 2 are bonded to each other to form a divalent hydrocarbon group having 2 to 10 carbon atoms as R 1 -R 2 . 2. The terminal conjugated trienal acetal compound according to claim 1 , wherein the terminal conjugated trienal acetal compound is a (Z,E)-terminal conjugated trienal acetal compound of General Formula (3): 3. The terminal conjugated trienal acetal compound according to claim 1 , wherein the terminal conjugated trienal acetal compound is a (Z,E)-9,11,13-tetradecatrienal acetal compound of General Formula (5): 4. A method for producing a (Z,E)-terminal conjugated trienal acetal compound, the method comprising the step of: reacting a phosphonium salt of General Formula (7): wherein n is an integer of 2 to 11; each of R 1 and R 2 independently is a monovalent hydrocarbon group having 1 to 10 carbon atoms, or R 1 and R 2 are bonded to each other to form a divalent hydrocarbon group having 2 to 10 carbon atoms as R 1 -R 2 ; and X is a halogen atom, with (E)-2,4-pentadienal through a Wittig reaction to obtain a (Z,E)-terminal conjugated trienal acetal compound represented by General Formula (3): 5. A method for producing a terminal conjugated trienal compound, the method comprising the step of: deprotecting a terminal conjugated trienal acetal compound of General Formula (1): wherein n is an integer of 2 to 11; and each of R 1 and R 2 independently is a monovalent hydrocarbon group having 1 to 10 carbon atoms, or R 1 and R 2 are bonded to each other to form a divalent hydrocarbon group having 2 to 10 carbon atoms as R 1 -R 2 , to obtain a terminal conjugated trienal compound of General Formula (2): H 2 C═CH—CH═CH—CH═CH—(CH 2 ) n —CHO (2). 6. The method for producing a terminal conjugated trienal compound according to claim 5 , wherein the terminal of compound is a (Z,E)-terminal conjugated trienal acetal compound represented by General Formula (3): and the terminal conjugated trienal compound is a (Z,E)-terminal conjugated trienal compound of General Formula (4):
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Classifications
Geometrical isomers · CPC title
Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds · CPC title
by addition of compounds to unsaturated carbon-to-carbon bonds · CPC title
- C07C43/303Primary
having acetal carbon atoms bound to acyclic carbon atoms · CPC title
by reactions producing [IMAGE cpc-sch-C07C-0958.gif] groups · CPC title
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- What does patent US9822050B2 cover?
- Provided are a terminal conjugated trienal acetal compound useful as an intermediate for producing a terminal conjugated trienal compound, and a method for producing a terminal conjugated trienal compound through deprotection of the terminal conjugated trienal acetal compound. More specifically, provided are a terminal conjugated trienal acetal compound represented by General Formula (1); a met…
- Who is the assignee on this patent?
- Shinetsu Chemical Co
- What technology area does this patent fall under?
- Primary CPC classification C07C43/303. Mapped technology areas include Chemistry & Metallurgy.
- When was this patent published?
- Publication date Tue Nov 21 2017 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).