CH100352A - Process for the preparation of an aryloxynaphthyl ketone. - Google Patents
Process for the preparation of an aryloxynaphthyl ketone.Info
- Publication number
- CH100352A CH100352A CH100352DA CH100352A CH 100352 A CH100352 A CH 100352A CH 100352D A CH100352D A CH 100352DA CH 100352 A CH100352 A CH 100352A
- Authority
- CH
- Switzerland
- Prior art keywords
- chloro
- ketone
- act
- aryloxynaphthyl
- carboxylic acid
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 150000002576 ketones Chemical class 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 3
- 239000003518 caustics Substances 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 238000009833 condensation Methods 0.000 claims description 2
- 230000005494 condensation Effects 0.000 claims description 2
- 238000000354 decomposition reaction Methods 0.000 claims description 2
- 239000003085 diluting agent Substances 0.000 claims description 2
- 230000007717 exclusion Effects 0.000 claims description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 1
- 125000004104 aryloxy group Chemical group 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C65/00—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C65/32—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing keto groups
- C07C65/40—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing keto groups containing singly bound oxygen-containing groups
-
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines Aryloxynaphtylketons. <B>Es</B> wurde gefunden, dass man ein Aryloxy- n.aphtylketon herstellen kann, wenn man auf 1-Oxynaphtalin-2-carbonsäure, mit oder ohne Zusatz von Verdünnungs- bezw. Kondensa tionsmitteln, aber unter Ausschluss von Alka- lien, 1-Chlor-2-naphthotrichlorid einwirken lässt.
Die so gewonnene 1-Chlor-2- 1'-dinaph- tylketon-4'-oxy - 3'-carbonsäure bildet weisse Nadeln, die bei 213 unter Zersetzung schmel zen und sich in Atzalkalien und in konzen trierter Schwefelsäure mit gelber Farbe lösen. <I>Beispiel:</I> 28 Teile 1-Chlor-2-naphthotrichlorid und <B>18,8</B> Teile 1 - Oxynaphtalin - 2 - carbonsäure werden bei Zimmertemperatur in 100 Teile konzentrierter Schwefelsäure eingetragen und solange zusammen gerührt, bis sich keine Salz säure mehr entwickelt.
Hierauf giesst man in Wasser, filtriert die ausgeschiedene 1- Chlor-2 . 1'-,dinaphtylketon-4'-oxy-3 - carbon- säure ab und reinigt sie durch Umkristalli- sieren ihres Natriumsalzes.
Process for the preparation of an aryloxynaphthyl ketone. <B> It </B> has been found that an aryloxy n.aphtyl ketone can be produced if one responds to 1-oxynaphthalene-2-carboxylic acid, with or without the addition of diluent or. Condensation agents, but with the exclusion of alkali, allows 1-chloro-2-naphthotrichloride to act.
The 1-chloro-2- 1'-dinaphthylketone-4'-oxy-3'-carboxylic acid obtained in this way forms white needles which melt at 213 with decomposition and dissolve in caustic alkalis and in concentrated sulfuric acid with a yellow color. <I> Example: </I> 28 parts of 1-chloro-2-naphthotrichloride and <B> 18.8 </B> parts of 1 - oxynaphthalene - 2 - carboxylic acid are added to 100 parts of concentrated sulfuric acid at room temperature and stirred together for as long until no more hydrochloric acid develops.
It is then poured into water and the 1-chloro-2 which has separated out is filtered off. 1 '-, dinaphthyl ketone-4'-oxy-3 - carboxylic acid and purifies it by recrystallizing its sodium salt.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH98559T | 1921-09-24 | ||
| CH100352T | 1921-09-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH100352A true CH100352A (en) | 1923-07-16 |
Family
ID=25705423
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH100352D CH100352A (en) | 1921-09-24 | 1921-09-24 | Process for the preparation of an aryloxynaphthyl ketone. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH100352A (en) |
-
1921
- 1921-09-24 CH CH100352D patent/CH100352A/en unknown
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