Oxidative coupling of aryl boron reagents with SP3-carbon nucleophiles, and ambient decarboxylative arylation of malonate half-esters via oxidative catalysis
US-10364208-B2 · Jul 30, 2019 · US
US9969671B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9969671-B2 |
| Application number | US-201715453414-A |
| Country | US |
| Kind code | B2 |
| Filing date | Mar 8, 2017 |
| Priority date | Mar 16, 2016 |
| Publication date | May 15, 2018 |
| Grant date | May 15, 2018 |
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There is provided a method for producing ethyl 4-methyloctanoate at a lower cost, by fewer steps, and in higher yield. More specifically, there is provided a method for producing ethyl 4-methyloctanoate comprising the steps of: reacting 1-chloro-2-methylhexane through malonic ester synthesis to obtain diethyl 2-methylhexylmalonate, and subjecting the diethyl 2-methylhexylmalonate to a Krapcho reaction to obtain ethyl 4-methyloctanoate.
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The invention claimed is: 1. A method for producing ethyl 4-methyloctanoate comprising the steps of: reacting 1-chloro-2-methylhexane with diethyl malonate in the presence of a halide selected from the group consisting of sodium iodide, potassium iodide, sodium bromide and potassium bromide to obtain diethyl 2-methylhexylmalonate; and subjecting the diethyl 2-methylhexylmalonate to a Krapcho reaction to obtain ethyl 4-methyloctanoate. 2. The method for producing ethyl 4-methyloctanoate according to claim 1 , wherein the Krapcho reaction is carried out in situ, subsequently to the step of reacting 1-chloro-2-methylhexane. 3. The method for producing ethyl 4-methyloctanoate according to claim 1 , wherein the halide is present in an amount of 0.001 mol to 2.0 mol per mol of the 1-chloro-2-methylhexane.
Decarboxylation · CPC title
by increase in the number of carbon atoms · CPC title
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