GB703929A - Improvements in the production of tetrahydrofuran compounds - Google Patents
Improvements in the production of tetrahydrofuran compoundsInfo
- Publication number
- GB703929A GB703929A GB599851A GB599851A GB703929A GB 703929 A GB703929 A GB 703929A GB 599851 A GB599851 A GB 599851A GB 599851 A GB599851 A GB 599851A GB 703929 A GB703929 A GB 703929A
- Authority
- GB
- United Kingdom
- Prior art keywords
- reaction mixture
- furan
- chlorine
- sodium carbonate
- hydrogenation
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D307/18—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/20—Oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Furan Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
2:5 - Dialkoxytetrahydrofurans are prepared by catalytic hydrogenation of the reaction mixture obtained by reacting furan or a substituted furan of the general formula <FORM:0703929/IV(b)/1> where X and Y may be hydrogen or substituent groups free from olefinic linkages, with bromine or chlorine and a monohydric aliphatic alcohol or alkali metal alcoholate, without isolation of the intermediate 2:5-dialkoxy-2:5-dihydrofuran. The reaction is preferably carried out in the presence of an inorganic basic substance such as sodium carbonate and the reaction mixture is filtered before the hydrogenation to remove undissolved inorganic material. In examples, furan is treated with chlorine in the presence of sodium carbonate and the appropriate alcohol and the reaction mixture is hydrogenated in the presence of Raney nickel to give (1) 2:5-diethoxytetrahydrofuran; (2) 2:5 -dimethoxytetrahydrofuran; (3) 2:5-di-n-propoxytetrahydrofuran and (4) 2:5-di-n-butoxytetrahydrofuran. Specifications 595,041 and 610,876 are referred to.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB599851A GB703929A (en) | 1951-03-13 | 1951-03-13 | Improvements in the production of tetrahydrofuran compounds |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB599851A GB703929A (en) | 1951-03-13 | 1951-03-13 | Improvements in the production of tetrahydrofuran compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
GB703929A true GB703929A (en) | 1954-02-10 |
Family
ID=9806545
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB599851A Expired GB703929A (en) | 1951-03-13 | 1951-03-13 | Improvements in the production of tetrahydrofuran compounds |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB703929A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2014167108A1 (en) * | 2013-04-12 | 2014-10-16 | Basf Se | Tetrahydrofuran derivatives and use thereof as plasticizers |
-
1951
- 1951-03-13 GB GB599851A patent/GB703929A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2014167108A1 (en) * | 2013-04-12 | 2014-10-16 | Basf Se | Tetrahydrofuran derivatives and use thereof as plasticizers |
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