CH133797A - Process for the preparation of an oxydiaryl ketone. - Google Patents
Process for the preparation of an oxydiaryl ketone.Info
- Publication number
- CH133797A CH133797A CH133797DA CH133797A CH 133797 A CH133797 A CH 133797A CH 133797D A CH133797D A CH 133797DA CH 133797 A CH133797 A CH 133797A
- Authority
- CH
- Switzerland
- Prior art keywords
- oxydiaryl
- ketone
- preparation
- chloride
- benzene
- Prior art date
Links
- 150000002576 ketones Chemical class 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 12
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 3
- 230000002378 acidificating effect Effects 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- 239000000155 melt Substances 0.000 claims description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 239000000047 product Substances 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- 239000012670 alkaline solution Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- -1 oxy aroyl halides Chemical class 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung eines Ogydiarylketons. Es wurde gefunden, dass es gelingt, Oxy- diarylketone durch Kondensation von Oxy- aroylhalogeniden mit aromatischen Kohlen wasserstoffen oder deren geeigneten Substi- tutionsprodukten unter Zusatz saurer Konden sationsmittel, insbesondere von Aluminium chlorid, zu erhalten.
Es ist eine überraschende Tatsache, dass eine solche Kondensation in guter Ausbeute unter Bildung einheitlicher Produkte vor sich geht.
Vor-liegendes Patent bezieht sich nun auf ein Verfahren zur Darstellung eines Oxydiaryl- ketons, dadurch gekennzeichnet, dass man 2.3-Oxynaphthoylchlorid mit Benzol in Ge genwart eines sauren Kondensationsmittels kondensiert.
Das so erhaltene 2.3-Oxynaphthophenon kristallisiert aus Alkohol oder Ligroin und schmilzt bei<B>161-1620</B> (vergl. Berichte der deutschen chemischen Gesellschaft 58, 2122. <I>Beispiel:</I> 210 Teile 2.3-Oxynaphthoylchlorid wer den in 1000 Teilen trockenem, thiophenfreien Benzol gelöst, unter Rühren 220 Teile Alu miniumchlorid eingetragen und das Reaktions gemisch etwa 2 Stunden auf 70--75 erhitzt. Das Reaktionsprodukt wird sodann in Wasser eingetragen und das überschüssige Benzol durch Wasserdampfdestillation entfernt.
Der Rückstand wird abfiltriert, nach dem Aus waschen in heisser verdünnter Natronlauge aufgenommen, filtriert und aus der natron- alkalischen Lösung das 2.3-Oxynaphthophenorr mit Kohlensäure gefällt. Die Kondensation kann auch unter Zusatz von Chlorzink er folgen.
Process for the preparation of an ogydiaryl ketone. It has been found that it is possible to obtain oxydiaryl ketones by condensing oxy aroyl halides with aromatic hydrocarbons or their suitable substitution products with the addition of acidic condensation agents, in particular aluminum chloride.
It is a surprising fact that such condensation occurs in good yield to form uniform products.
The present patent relates to a process for the preparation of an oxydiaryl ketone, characterized in that 2,3-oxynaphthoyl chloride is condensed with benzene in the presence of an acidic condensing agent.
The 2,3-oxynaphthophenone obtained in this way crystallizes from alcohol or ligroin and melts at <B> 161-1620 </B> (see reports from the German chemical society 58, 2122. <I> Example: </I> 210 parts of 2,3-oxynaphthoyl chloride who dissolved in 1000 parts of dry, thiophene-free benzene, added 220 parts of aluminum chloride with stirring and the reaction mixture was heated for about 2 hours to 70-75. The reaction product is then added to water and the excess benzene is removed by steam distillation.
The residue is filtered off, after washing taken up in hot dilute sodium hydroxide solution, filtered and the 2,3-Oxynaphthophenorr precipitated from the sodium-alkaline solution with carbonic acid. The condensation can also follow with the addition of zinc chloride.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE133797X | 1927-01-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH133797A true CH133797A (en) | 1929-06-30 |
Family
ID=5665159
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH133797D CH133797A (en) | 1927-01-03 | 1927-12-14 | Process for the preparation of an oxydiaryl ketone. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH133797A (en) |
-
1927
- 1927-12-14 CH CH133797D patent/CH133797A/en unknown
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