CH291983A - Process for the production of a furan derivative. - Google Patents
Process for the production of a furan derivative.Info
- Publication number
- CH291983A CH291983A CH291983DA CH291983A CH 291983 A CH291983 A CH 291983A CH 291983D A CH291983D A CH 291983DA CH 291983 A CH291983 A CH 291983A
- Authority
- CH
- Switzerland
- Prior art keywords
- diacetoxy
- production
- tetrahydrofuran
- chloro
- sep
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 150000002240 furans Chemical class 0.000 title description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 8
- 229960000583 acetic acid Drugs 0.000 claims description 4
- 239000012362 glacial acetic acid Substances 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- -1 alkyl hypochlorite Chemical compound 0.000 claims 1
- 239000012230 colorless oil Substances 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Inorganic materials Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 claims 1
- FFLHFURRPPIZTQ-UHFFFAOYSA-N (5-acetyloxy-2,5-dihydrofuran-2-yl) acetate Chemical compound CC(=O)OC1OC(OC(C)=O)C=C1 FFLHFURRPPIZTQ-UHFFFAOYSA-N 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- GUGRBFQNXVKOGR-UHFFFAOYSA-N butyl hypochlorite Chemical compound CCCCOCl GUGRBFQNXVKOGR-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N tetrahydrofuran Substances C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- 239000000052 vinegar Substances 0.000 description 1
- 235000021419 vinegar Nutrition 0.000 description 1
Landscapes
- Furan Compounds (AREA)
Description
Verfahren zur Herstellung eines Furanderivates. Das vorliegende Patent betrifft ein Ver fahren zur Herstellung von 2,5-Diaeetoxy-3- oxy-4-ehlor-tetrahydrofuran, welches dadurch gekennzeichnet ist, dass man auf 2,5-Diacetoxy- 2,5-dihydro-furaii ein Alkylhypoehlorit in Eis essig einwirken lässt, wobei die primär entste hende Alkoxy-Gruppe durch den Eisessig hy- drolysiert wird.
<I>Beispiel:</I> 28,7 g 2,5-Diacetoxy-2,5-dihydro-furan wur den in 145 em3 Eisessig gelöst und innert 10 Minuten bei etwa 15 C mit 18,1 g tert. Butylhypochlorit versetzt. Das Reaktionsge misch wurde anschliessend während 14 Minu ten auf 60 C erwärmt und nach Verlauf dieser Zeit das Lösungsmittel abdestilliert. Der orange gefärbte Rückstand wurde bei 0,15 mm Hg destilliert.
Man erhielt auf diese 'eise 35,9 g 2,5-Diacetoxy-3-oxy-4-chlor-tetrahydro- furan, was einer Ausbeute von 97 % der Theorie entspricht.
EMI0001.0029
C8H1106C1 <SEP> MG <SEP> : <SEP> 238,5 <SEP> Ber. <SEP> C <SEP> 40,22% <SEP> H <SEP> 4,61%
<tb> 40,40 <SEP> 4,35
Process for the production of a furan derivative. The present patent relates to a process for the preparation of 2,5-diacetoxy-3-oxy-4-ehlor-tetrahydrofuran, which is characterized in that an alkyl hypoehlorit in 2,5-diacetoxy-2,5-dihydro-furaii Lets glacial vinegar act, whereby the alkoxy group that is primarily formed is hydrolyzed by the glacial acetic acid.
<I> Example: </I> 28.7 g of 2,5-diacetoxy-2,5-dihydro-furan were dissolved in 145 cubic meters of glacial acetic acid and treated with 18.1 g of tert within 10 minutes at about 15 ° C. Butyl hypochlorite added. The reaction mixture was then heated to 60 ° C. for 14 minutes and after this time the solvent was distilled off. The orange colored residue was distilled at 0.15 mm Hg.
This gave 35.9 g of 2,5-diacetoxy-3-oxy-4-chloro-tetrahydrofuran, which corresponds to a yield of 97% of theory.
EMI0001.0029
C8H1106C1 <SEP> MG <SEP>: <SEP> 238.5 <SEP> Ber. <SEP> C <SEP> 40.22% <SEP> H <SEP> 4.61%
<tb> 40.40 <SEP> 4.35
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH291983T | 1949-12-02 | ||
| CH283417T | 1949-12-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH291983A true CH291983A (en) | 1953-07-15 |
Family
ID=25732243
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH291983D CH291983A (en) | 1949-12-02 | 1949-12-02 | Process for the production of a furan derivative. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH291983A (en) |
-
1949
- 1949-12-02 CH CH291983D patent/CH291983A/en unknown
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