CH100367A - Process for the preparation of a 4-oxynaphthalene-1-aryl ketone. - Google Patents

Process for the preparation of a 4-oxynaphthalene-1-aryl ketone.

Info

Publication number
CH100367A
CH100367A CH100367DA CH100367A CH 100367 A CH100367 A CH 100367A CH 100367D A CH100367D A CH 100367DA CH 100367 A CH100367 A CH 100367A
Authority
CH
Switzerland
Prior art keywords
oxynaphthalene
preparation
aryl ketone
phenyl ketone
ketone
Prior art date
Application number
Other languages
German (de)
Inventor
Gesellschaft Fuer Chemis Basel
Original Assignee
Chem Ind Basel
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Chem Ind Basel filed Critical Chem Ind Basel
Publication of CH100367A publication Critical patent/CH100367A/en

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
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/673—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by change of size of the carbon skeleton

Description

  

  Verfahren zur Herstellung eines     4-Oxynaphtalin-l-arylketons.       Es wurde gefunden, dass man ein     4-Oxy-          naplitalin-l-arylketon,    das     4-Oxynaphta-Iin-l-          (2'-elilor)-plienyll.:eton,    herstellen kann,     wenn     man die     4-Oxynaplitalin-1-(2'-ehlor)-plienyl-          l@eton-3-carbonsä,ure    auf höhere Temperatur,       vorzugsweise    in Gegenwart eines Verdün  nungsmittels, erhitzt.

   Das so gewonnene     4-          Oxynaphtalin-1-(2'-chlor)-phenylketon    bildet  ein weisses Pulver, das, aus Essigsäure umge  löst, bei<B>216'</B> schmilzt und sich mit gelber       Farbe    in Natronlauge löst.  



       Beispiel   <I>1:</I>       100    Teile 4 -     Oxynaphtalin-1-(2'-chlor)-          hheriylleton-3-carbonsäure    werden mit 100  Teilen     Dimethylanilin    auf 110 bis<B>150',</B> bis  zum Aufhören .der     Iiohlensäureentwicklung,     vorsichtig erwärmt. Beim Erkalten kristalli  siert das     4-Oxynaphtalin-1-(2'-chlor)-phenyl-          keton    aus. Zur vollständigen Reinigung kann  es noch aus Essigsäure umgelöst werden.  



  <I>Beispiel 2:</I>  100 Teile 4 -     Oxynaphtalin        -1-(2'-chlor)-          plienylli:eton-3-earbonsäure    werden mit 400  Teilen 5     %iger    Schwefelsäure in einem ge-         schlossenen    Gefäss auf<B>180'</B> bis<B>190'</B> er  wärmt. Das in fast reinem Zustand erhaltene       4-Oxynaphtalin-1-(2'-chlor)-phenylketonkann     noch aus Essigsäure umgelöst werden.



  Process for the preparation of 4-oxynaphthalene-1-aryl ketone. It has been found that a 4-oxynaplitalin-1-aryl ketone, the 4-oxynaphtha-lin-1- (2'-elilor) -plienyl.:eton, can be produced if the 4-oxynaplitalin-1- (2'-chloro) -plienyl- l @ eton-3-carboxylic acid, heated to a higher temperature, preferably in the presence of a diluent.

   The 4-oxynaphthalene-1- (2'-chloro) -phenyl ketone obtained in this way forms a white powder which, when converted from acetic acid, melts at <B> 216 '</B> and dissolves in caustic soda with a yellow color.



       Example <I> 1: </I> 100 parts of 4 - oxynaphthalene-1- (2'-chloro) - hheriylleton-3-carboxylic acid are mixed with 100 parts of dimethylaniline to 110 to <B> 150 ', </B> to Stop of the evolution of ioleic acid, carefully heated. On cooling, the 4-oxynaphthalene-1- (2'-chloro) -phenyl-ketone crystallizes out. Acetic acid can be used to make it completely clean.



  <I> Example 2: </I> 100 parts of 4-oxynaphthalene -1- (2'-chloro) -plienylli: eton-3-carboxylic acid are mixed with 400 parts of 5% sulfuric acid in a closed vessel 180 '</B> to <B> 190' </B> it warms up. The 4-oxynaphthalene-1- (2'-chloro) -phenylketone, which is obtained in an almost pure state, can still be redissolved from acetic acid.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines 4-Oxy- naphtalin-l-arylketons, des 4-Oxynaphtalin- 1-(2'-chlor)-phenylketons, dadurch gekenn zeichnet, dass man die 4-Oxynaphtalin-1-(2'- chlor)-phenylketon-3-carbonsäure auf höhere Temperatur erhitzt. Das so gewonnene 4-Oxy- naphtaIin-1-(2'-clilor)-phenylketon bildet ein weisses Pulver, das, aus Essigsäure umgelöst, bei<B>216'</B> schmilzt und sich mit gelber Farbe in Natronlauge löst. PATENT CLAIM: Process for the production of a 4-oxynaphthalene-1-aryl ketone, the 4-oxynaphthalene-1- (2'-chloro) -phenyl ketone, characterized in that the 4-oxynaphthalene-1- (2'-chlorine ) -phenylketone-3-carboxylic acid heated to a higher temperature. The 4-oxynaphthalen-1- (2'-clilor) -phenyl ketone obtained in this way forms a white powder which, when dissolved from acetic acid, melts at <B> 216 '</B> and dissolves in caustic soda with a yellow color. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man,die 4-Oxyiraphtalin- 1-(2'-.chlor)-phenylketon - 3 - carbonsäure auf höhere Temperatur in Gegenwart eines Ver dünnungsmittels erhitzt. SUBSTANTIAL CLAIM: Process according to claim, characterized in that the 4-oxyiraphthalene 1- (2 '-. Chlorine) phenyl ketone - 3 - carboxylic acid is heated to a higher temperature in the presence of a diluent.
CH100367D 1922-02-11 1922-02-11 Process for the preparation of a 4-oxynaphthalene-1-aryl ketone. CH100367A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH100367T 1922-02-11
CH99520T 1922-02-11

Publications (1)

Publication Number Publication Date
CH100367A true CH100367A (en) 1923-07-16

Family

ID=25705586

Family Applications (1)

Application Number Title Priority Date Filing Date
CH100367D CH100367A (en) 1922-02-11 1922-02-11 Process for the preparation of a 4-oxynaphthalene-1-aryl ketone.

Country Status (1)

Country Link
CH (1) CH100367A (en)

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