Sugar amides and mixtures thereof
US-2024409523-A1 · Dec 12, 2024 · US
US9399629B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9399629-B2 |
| Application number | US-201414203666-A |
| Country | US |
| Kind code | B2 |
| Filing date | Mar 11, 2014 |
| Priority date | Mar 12, 2013 |
| Publication date | Jul 26, 2016 |
| Grant date | Jul 26, 2016 |
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This invention relates to a novel method for the preparation of 3-oxo-tetrahydrofuran comprising oxidizing 3-hydroxy-tetrahydrofuran in the presence of a catalytic amount of 2,2,6,6-tetramethyl-piperidine-N-oxyl (TEMPO) with trichloroisocyanuric acid.
Opening claim text (preview).
The invention claimed is: 1. A process for preparing 3-oxo-tetrahydrofuran comprising reacting 3-hydroxy tetrahydrofuran (II) with 0.5-2 mol equivalents of trichloroisocyanuric acid in the presence of 0.001-1 mol equivalent 2,2,6,6-tetramethylpiperidine-N-oxyl (TEMPO) in a solvent selected from the group consisting of dichloromethane, ethyl acetate, isopropyl acetate and toluene; and at a temperature of −20° C. to 40° C., wherein the process is conducted in the absence of HCO 3 − , a bromide or other additives. 2. The process according to claim 1 wherein the reaction is conducted at a temperature of −10° C. to 25° C. 3. The process according to claim 1 wherein the amount of trichloroisocyanuric acid is 1.0 to 2.0 mol equivalent. 4. The process according to claim 1 wherein the amount of TEMPO is 0.01 to 0.02 mol equivalent. 5. The process according to claim 1 wherein in the oxidation step a solution of TEMPO in dichloromethane or ethylacetate is added to the solution of 3-hydroxy tetrahydrofuran and trichloroisocyanuric acid. 6. The process according to claim 1 wherein the trichloroisocyanuric acid is added in portions to the solution of 3-hydroxy tetrahydrofuran and TEMPO in dichloromethane or ethylacetate.
Oxygen atoms · CPC title
Oxygen atoms · CPC title
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