Process for the manufacture of 3-oxo-tetrahydrofuran

US9399629B2 · US · B2

Patent metadata
FieldValue
Publication numberUS-9399629-B2
Application numberUS-201414203666-A
CountryUS
Kind codeB2
Filing dateMar 11, 2014
Priority dateMar 12, 2013
Publication dateJul 26, 2016
Grant dateJul 26, 2016

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  2. Abstract

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Abstract

Official abstract text for this publication.

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.

First claim

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.

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What does patent US9399629B2 cover?
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.
Who is the assignee on this patent?
Xing Lidong, Dong Weitong, Lu Jun, and 4 more
What technology area does this patent fall under?
Primary CPC classification C07D307/20. Mapped technology areas include Chemistry & Metallurgy.
When was this patent published?
Publication date Tue Jul 26 2016 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).