Methods of preparing α,β-unsaturated or α-halo ketones and aldehydes
US-9796653-B2 · Oct 24, 2017 · US
US2024190800A1 · US · A1
| Field | Value |
|---|---|
| Publication number | US-2024190800-A1 |
| Application number | US-202418434869-A |
| Country | US |
| Kind code | A1 |
| Filing date | Feb 7, 2024 |
| Priority date | Sep 13, 2021 |
| Publication date | Jun 13, 2024 |
| Grant date | — |
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Provided is a method for producing 1,3-disubstituted bicyclo[1.1.1]pentane, the method including subjecting [1.1.1]propellane and a 1,2-diketone compound to a photoreaction in a solvent including an acyclic ether solvent having 5 or more carbon atoms to obtain 1,3-disubstituted bicyclo[1.1.1]pentane, in which a reaction solution coexists with a cyclic ether compound.
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What is claimed is: 1 . A method for producing 1,3-disubstituted bicyclo[1.1.1]pentane, the method comprising: subjecting [1.1.1]propellane and a 1,2-diketone compound to a photoreaction in a solvent including an acyclic ether solvent having 5 or more carbon atoms to obtain 1,3-disubstituted bicyclo[1.1.1]pentane, wherein a reaction solution coexists with a cyclic ether compound. 2 . The method for producing 1,3-disubstituted bicyclo[1.1.1]pentane according to claim 1 , wherein the acyclic ether solvent has 5 to 10 carbon atoms. 3 . The method for producing 1,3-disubstituted bicyclo[1.1.1]pentane according to claim 1 , wherein the acyclic ether solvent has 5 or 6 carbon atoms. 4 . The method for producing 1,3-disubstituted bicyclo[1.1.1]pentane according to claim 1 , wherein the 1,2-diketone compound is a diacetyl compound or a glyoxylic acid compound. 5 . The method for producing 1,3-disubstituted bicyclo[1.1.1]pentane according to claim 1 , wherein the cyclic ether compound is a tetrahydrofuran compound. 6 . The method for producing 1,3-disubstituted bicyclo[1.1.1]pentane according to claim 1 , wherein the photoreaction is carried out by irradiation with light having a wavelength of 200 to 600 nm. 7 . The method for producing 1,3-disubstituted bicyclo[1.1.1]pentane according to claim 1 , wherein a reaction temperature of the photoreaction is set to −50° C.to 50° C.
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