CH100368A - 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
- CH100368A CH100368A CH100368DA CH100368A CH 100368 A CH100368 A CH 100368A CH 100368D A CH100368D A CH 100368DA CH 100368 A CH100368 A CH 100368A
- Authority
- CH
- Switzerland
- Prior art keywords
- oxynaphthalene
- chloro
- preparation
- aryl ketone
- phenylketone
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 12
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 6
- 239000003085 diluting agent Substances 0.000 claims description 2
- 239000000155 melt Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 235000011121 sodium hydroxide Nutrition 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
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
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 4-Oxynaphtalin-l-arvlketons. Es wurde gefunden, dass man ein 4-Oxy- naphtalin-l-arylketon, das 4-Oxynaphtalin-l- (4'-chlor)-phenylketon,herstellen kann, wenn man die 4-Oxynaphtalin-1-(4'=chlor)-phenyl- 1;eton-3-,carbonsäure auf höhere Temperatur, vorzugsweise in Gegenwart eines Verdün nungsmittels, erhitzt.
Das so gewonnene 4- Oxynaphta.Iin-1-(4'-chlor)-phenylketon bildet ein weisses Pulver, .das, aus Essigsäure umge löst, bei 210' ,schmilzt und sich mit gelber Farbe in Natronlauge löst.
<I>Beispiel l:</I> 100 Teile 4 - Oxynaphtalin - 1-(4'-chlor)- phenylketon-3-carbonsäure werden mit 100 Teilen Dimethylanilin auf 110 bis<B>150',</B> bis zum Aufhören der Kohlensäureentwicklung, vorsichtig erwärmt. Beim Erkalten kristalli siert das 4-Oxynaphtalin-1-(4'-chlor)-phenyl- keton aus. Zur vollständigen Reinigung kann es noch aus Essigsäure umgelöst werden.
<I>Beispiel 2:</I> 100 Teile 4 - Oxynaphtalin -1-(4'-chlor)- phenylketon-3-carbonsäure 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-(4'-chlor)-phenylketonkann noch aus Essigsäure umgelöst werden.
Process for the preparation of 4-oxynaphthalene-1-arvlketone It has been found that a 4-oxynaphthalene-1-aryl ketone, 4-oxynaphthalene-1- (4'-chloro) -phenyl ketone, can be produced if 4-oxynaphthalene-1- (4 '= chlorine ) -phenyl- 1; eton-3-, carboxylic acid to a higher temperature, preferably in the presence of a diluent, heated.
The 4-Oxynaphta.Iin-1- (4'-chloro) -phenylketone obtained in this way forms a white powder, which, when converted from acetic acid, melts at 210 'and dissolves in caustic soda with a yellow color.
<I> Example 1: </I> 100 parts of 4 - oxynaphthalene - 1- (4'-chloro) - phenylketone-3-carboxylic acid are mixed with 100 parts of dimethylaniline to 110 to <B> 150 ', </B> to Cessation of carbonic acid development, carefully warmed up. On cooling, the 4-oxynaphthalene-1- (4'-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- (4'-chloro) - phenylketone-3-carboxylic acid are mixed with 400 parts of 5% sulfuric acid in a closed vessel to <B> 180 ' </B> to <B> 190 '</B> it warms. The 4-oxynaphthalene-1- (4'-chloro) -phenyl ketone obtained in an almost pure state can still be redissolved from acetic acid.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH99520T | 1922-02-11 | ||
| CH100368T | 1922-02-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH100368A true CH100368A (en) | 1923-07-16 |
Family
ID=25705587
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH100368D CH100368A (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) | CH100368A (en) |
-
1922
- 1922-02-11 CH CH100368D patent/CH100368A/en unknown
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