CH105396A - Process for the preparation of an aryloxynaphthyl ketone. - Google Patents
Process for the preparation of an aryloxynaphthyl ketone.Info
- Publication number
- CH105396A CH105396A CH105396DA CH105396A CH 105396 A CH105396 A CH 105396A CH 105396D A CH105396D A CH 105396DA CH 105396 A CH105396 A CH 105396A
- Authority
- CH
- Switzerland
- Prior art keywords
- ketone
- aryloxynaphthyl
- preparation
- benzotrichloride
- parts
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/82—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
- C07C49/83—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups polycyclic
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/008—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with tri- or tetrahalomethyl compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/82—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren 'zur Herstellung eines Aryloaynaphthylketons. Es wurde gefunden, dass man ein Aryl- oxynaphthylketon herstellen kann, wenn man auf 1 Molekül a-Naphthol, mit oder ohne Zusatz von Verdünnungsmitteln, aber unter Ausschluss von Alkalien, mindestens 1 Mole kül Benzotrichlorid einwirken lässt. Das so erhaltene 1-Phenylketon-4-oxyiaphthalin ist identisch mit dem 4-Oxynaphthalin-l-phenyl- keton des Patentes Nr. 99520.
<I>Beispiel Z:</I> 28,8 Teile a-Naphthol werden unter gutem Kühlen und Rühren in 180 Teile konzen trierte Schwefelsäure eingetragen und hierauf, innerhalb 4 Stuciden, mit 39 Teilen Benzo- trichlorid versetzt. Nachdem alles Benzotri- chlorid verschwunden ist, wird die grünliche Reaktionsmasse auf Eis ausgetragen. Der ausfallende Niederschlag wird filtriert, mit Sodalösung ausgekocht und die filtrierte Lösung ausgesäuert. Das ausfallende rohe 1-Phenylketon-4-oxynaphthalin kann zur Rei nigung aus Benzol umgelöst werden.
<I>Beispiel 2</I> 28,8 Teile a-Naphthol werden in 220 Tei len Nitrobenzol gelöst und hierauf zuerst mit 10 Teilen Zinkoxyd und dann nach und nach, im Laufe von 4 Stunden, mit 39 Teilen Benzotrichlorid versetzt. Wenn die Salzsäure bildung nachgelassen hat, wird die Reaktions masse mit Sodalösung versetzt, das Nitro- benzol mit Wasserdampf abgeblasen, der Destillationsrückstand heiss filtriert, ausge- säuert. Das ausgefallene Rohketon kann aus Benzol umgelöst werden.
Statt Zinkoxyd können andere Oxyde und Salze bezw. Metalle, sowie auch Metalloide, deren Oxyde, Halogenide und Oxyhalogenide verwendet werden.
Process for the production of an aryloaynaphthyl ketone. It has been found that an aryl oxynaphthyl ketone can be produced if at least 1 mol of benzotrichloride is allowed to act on 1 molecule of a-naphthol, with or without the addition of diluents, but with the exclusion of alkalis. The 1-phenylketone-4-oxyiaphthalene obtained in this way is identical to the 4-oxynaphthalene-1-phenyl ketone of patent no. 99520.
<I> Example Z: </I> 28.8 parts of a-naphthol are introduced into 180 parts of concentrated sulfuric acid with thorough cooling and stirring, and 39 parts of benzotrichloride are then added within 4 stucides. After all of the benzotrchloride has disappeared, the greenish reaction mass is poured onto ice. The resulting precipitate is filtered, boiled with soda solution and the filtered solution is acidified. The precipitating crude 1-phenylketone-4-oxynaphthalene can be redissolved from benzene for cleaning.
<I> Example 2 </I> 28.8 parts of a-naphthol are dissolved in 220 parts of nitrobenzene and then initially 10 parts of zinc oxide and then gradually, over the course of 4 hours, 39 parts of benzotrichloride are added. When the formation of hydrochloric acid has subsided, soda solution is added to the reaction mixture, the nitrobenzene is blown off with steam, and the distillation residue is filtered hot and acidified. The precipitated crude ketone can be converted from benzene.
Instead of zinc oxide, other oxides and salts can bezw. Metals, as well as metalloids, whose oxides, halides and oxyhalides are used.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH98559T | 1921-09-24 | ||
CH105396T | 1923-03-06 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH105396A true CH105396A (en) | 1924-06-16 |
Family
ID=25705434
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH105396D CH105396A (en) | 1921-09-24 | 1923-03-06 | Process for the preparation of an aryloxynaphthyl ketone. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH105396A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1092927B (en) * | 1958-05-20 | 1960-11-17 | Hoechst Ag | Process for the preparation of 4,6-diacyl-1,3-dioxybenzenes |
-
1923
- 1923-03-06 CH CH105396D patent/CH105396A/en unknown
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1092927B (en) * | 1958-05-20 | 1960-11-17 | Hoechst Ag | Process for the preparation of 4,6-diacyl-1,3-dioxybenzenes |
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