CH100362A - Process for the preparation of an aryloxynaphthyl ketone. - Google Patents
Process for the preparation of an aryloxynaphthyl ketone.Info
- Publication number
- CH100362A CH100362A CH100362DA CH100362A CH 100362 A CH100362 A CH 100362A CH 100362D A CH100362D A CH 100362DA CH 100362 A CH100362 A CH 100362A
- Authority
- CH
- Switzerland
- Prior art keywords
- ketone
- carboxylic acid
- act
- aryloxynaphthyl
- oxynaphthyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 150000002576 ketones Chemical class 0.000 title claims description 4
- KZSNBJMYJWDVTK-UHFFFAOYSA-N 2,4-dichloro-1-(trichloromethyl)benzene Chemical compound ClC1=CC=C(C(Cl)(Cl)Cl)C(Cl)=C1 KZSNBJMYJWDVTK-UHFFFAOYSA-N 0.000 claims description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 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
- 238000004519 manufacturing process Methods 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 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 Aryloaynaphtylketons. <B>Es</B> wurde gefunden, .dass man ein Aryl- oxynaphty lketon herstellen kann, wenn man auf 1-Oxynaphthalin-2-carbonsäure, mit oder ohne Zusatz von Verdünnungs- bezw. Kon densationsmitteln, aber unter Ausschluss von Alkalien, 2,4-Diclilorbenzotrichlorid einwir ken lässt.
Die so gewonnene 1-(2' . 4'-Dichlor- phenyl)- l#.eton-4-oxynaphtyl - 3 - carbonsäure bildet weisse Nadeln, die bei 201 ' unter Zer setzung schmelzen und sich in Ätzalkalien und in konzentrierter Schwefelsäure mit gel ber Farbe lösen.
Beispiel: 26,4 Teile 2,4-Dichlorbenzotrichlorid und <B>18,8</B> Teile 1-Oxynaphtalin-2-carbonsäure wer den bei Zimmertemperatur in 100 Teile kon zentrierte Schwefelsäure eingetragen und so lange zusammen gerührt, bis sich keine Salz säure mehr entwickelt. Hierauf giesst man in Wasser, filtriert die ausgeschiedene 1-(2' . 4' I)ieliloiThenyl)-heton-4-oxynaphtyl-3=carbon- Aure ab und reinigt sie durch Umkristalli- sieren ihres Natriumsalzes.
Process for the production of an aryloaynaphthyl ketone. It has been found that an aryl oxynaphthalene ketone can be produced if one uses 1-oxynaphthalene-2-carboxylic acid, with or without the addition of diluent or. 2,4-diclilobenzotrichloride can act as condensation agents, but with the exclusion of alkalis.
The 1- (2 '. 4'-dichlorophenyl) - l # .eton-4-oxynaphthyl - 3 - carboxylic acid obtained in this way forms white needles which melt at 201' with decomposition and are incorporated into caustic alkalis and concentrated sulfuric acid dissolve yellow over color.
Example: 26.4 parts of 2,4-dichlorobenzotrichloride and 18.8 parts of 1-oxynaphthalene-2-carboxylic acid are added to 100 parts of concentrated sulfuric acid at room temperature and stirred together until none Hydrochloric acid more developed. It is then poured into water, the precipitated 1- (2 '. 4' I) ieliloiThenyl) -hetone-4-oxynaphthyl-3-carbonic acid is filtered off and purified by recrystallizing its sodium salt.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH98559T | 1921-09-24 | ||
| CH100362T | 1921-09-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH100362A true CH100362A (en) | 1923-07-16 |
Family
ID=25705433
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH100362D CH100362A (en) | 1921-09-24 | 1921-09-24 | Process for the preparation of an aryloxynaphthyl ketone. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH100362A (en) |
-
1921
- 1921-09-24 CH CH100362D patent/CH100362A/en unknown
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