CH195522A - Process for the preparation of 1-chloro-3-nitro-2-butanol. - Google Patents
Process for the preparation of 1-chloro-3-nitro-2-butanol.Info
- Publication number
- CH195522A CH195522A CH195522DA CH195522A CH 195522 A CH195522 A CH 195522A CH 195522D A CH195522D A CH 195522DA CH 195522 A CH195522 A CH 195522A
- Authority
- CH
- Switzerland
- Prior art keywords
- nitro
- chloro
- butanol
- preparation
- chloroacetaldehyde
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 7
- 238000002360 preparation method Methods 0.000 title claims description 5
- SGBMDRWQYXNEGI-UHFFFAOYSA-N 1-chloro-3-nitrobutan-2-ol Chemical compound [O-][N+](=O)C(C)C(O)CCl SGBMDRWQYXNEGI-UHFFFAOYSA-N 0.000 title claims description 4
- QSKPIOLLBIHNAC-UHFFFAOYSA-N 2-chloro-acetaldehyde Chemical compound ClCC=O QSKPIOLLBIHNAC-UHFFFAOYSA-N 0.000 claims description 4
- MCSAJNNLRCFZED-UHFFFAOYSA-N nitroethane Chemical compound CC[N+]([O-])=O MCSAJNNLRCFZED-UHFFFAOYSA-N 0.000 claims description 3
- 239000000295 fuel oil Substances 0.000 claims description 2
- 239000013067 intermediate product Substances 0.000 claims description 2
- 239000000047 product Substances 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- GHOZXWSYKQABAS-UHFFFAOYSA-N 1-chloro-3-nitropropan-2-ol Chemical compound ClCC(O)C[N+]([O-])=O GHOZXWSYKQABAS-UHFFFAOYSA-N 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- 229940072033 potash Drugs 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung von 1-Chlor-3-nitro-2-butanol. Gegenstand des Hauptpatentes ist ein Verfahren zur Darstellung von 1-Chlor-3- nitro-2-propanol durch Kondensation von Chloracetaldehyd mit Nitromethan.
Es wurde nun gefunden, dass man bei ähnlicher Arbeitsweiso das entsprechende Bu- tanol erhalten kann.
Gegenstand der vorliegenden Erfindung ist ein Verfahren zur Darstellung von 1 Chlor-3-nitro-2-butanol, das dadurch gekenn zeichnet ist, dass man Chloracetaldehyd mit Nitroäthan kondensiert. Das neue Produkt ist ein schweres 01, das als Zwischenprodukt für die Gewinnung technisch wertvoller Sub stanzen Verwendung finden soll.
<I>Beispiel:</I> Eine Lösung von Chloracetaldehyd in wässriger Salzsäure wird mit Nitroäthan in mässigem Überschuss versetzt, worauf unter gutem Rühren so viel einer wässrigen Pott aschelösung zugegeben wird, bis die Lö sung ganz schwach alkalisch reagiert. Man rührt nun eine Stunde lang bei 45 bis 50 .
Aus dem erhaltenen Reaktionsprodukt, wel ches sich zum Teil in der schweren öligen Schicht, zum Teil in der wässrigen Schicht befindet, erhält man nach bekannten Metho den in guter Ausbeute das I.-Chlor-3-nitro-2- butanol als-ein schweres 01, welches bei etwa 105 bis 115 unter 8 mm Quecksilberdruck siedet.
Process for the preparation of 1-chloro-3-nitro-2-butanol. The subject of the main patent is a process for the preparation of 1-chloro-3-nitro-2-propanol by condensation of chloroacetaldehyde with nitromethane.
It has now been found that the corresponding butanol can be obtained with a similar procedure.
The present invention relates to a process for the preparation of 1 chloro-3-nitro-2-butanol, which is characterized in that chloroacetaldehyde is condensed with nitroethane. The new product is a heavy oil that is to be used as an intermediate product for the extraction of technically valuable substances.
<I> Example: </I> A solution of chloroacetaldehyde in aqueous hydrochloric acid is mixed with a moderate excess of nitroethane, whereupon enough of an aqueous pot ash solution is added with thorough stirring until the solution has a very weakly alkaline reaction. The mixture is then stirred at 45 to 50 for one hour.
From the reaction product obtained, which is partly in the heavy oily layer and partly in the aqueous layer, the I.-chloro-3-nitro-2-butanol is obtained as a heavy one by known methods in good yield 01, which boils at around 105 to 115 below 8 mm mercury pressure.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE195522X | 1935-04-04 | ||
| CH191010T | 1936-03-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH195522A true CH195522A (en) | 1938-01-31 |
Family
ID=25722068
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH195522D CH195522A (en) | 1935-04-04 | 1936-03-25 | Process for the preparation of 1-chloro-3-nitro-2-butanol. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH195522A (en) |
-
1936
- 1936-03-25 CH CH195522D patent/CH195522A/en unknown
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