CH170318A - Process for the preparation of a mixture of α-naphthol and α-oxynaphthoic acid from α-halonaphthalene. - Google Patents
Process for the preparation of a mixture of α-naphthol and α-oxynaphthoic acid from α-halonaphthalene.Info
- Publication number
- CH170318A CH170318A CH170318DA CH170318A CH 170318 A CH170318 A CH 170318A CH 170318D A CH170318D A CH 170318DA CH 170318 A CH170318 A CH 170318A
- Authority
- CH
- Switzerland
- Prior art keywords
- naphthol
- halonaphthalene
- mixture
- preparation
- oxynaphthoic acid
- Prior art date
Links
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 title claims description 10
- 239000002253 acid Substances 0.000 title claims description 7
- 238000000034 method Methods 0.000 title claims description 5
- 239000000203 mixture Substances 0.000 title claims description 4
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims description 6
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 claims 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 2
- ARNKHYQYAZLEEP-UHFFFAOYSA-N 1-naphthalen-1-yloxynaphthalene Chemical compound C1=CC=C2C(OC=3C4=CC=CC=C4C=CC=3)=CC=CC2=C1 ARNKHYQYAZLEEP-UHFFFAOYSA-N 0.000 description 1
- LNETULKMXZVUST-UHFFFAOYSA-N 1-naphthoic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=CC2=C1 LNETULKMXZVUST-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 235000013405 beer Nutrition 0.000 description 1
- 125000001475 halogen functional group Chemical group 0.000 description 1
- 229910000160 potassium phosphate Inorganic materials 0.000 description 1
- 235000011009 potassium phosphates Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines Gemisches von a-Naphthol und a-Oxynaphthoesäure aus a-Halogennaphthalin. Die vorliegende Erfindung betrifft die Her stellung eines Gemisches von a-Naphthol und a-Oxynaphthoesäure durch Behandlung von a-Halogennaphtbalin unter erhöhten Drucken und Temperaturen mit einem basischen Mit tel bei Gegenwart von Kohlensäure.
Eingehende Untersuchungen haben näm lich gezeigt, dass man bei der Behandlung von a-Halogennaphthalin mit basischen Mit teln, wie z. B. Natrium- oder Kaliumphos- phat oder -borgt, unter erhöhtem Druck und bei erhöhter Temperatur bei Gegenwart von Kohlensäure unmittelbar a-Oxy naphthoesäure in beträchtlicher Menge neben a-Naphthol gewinnt.
Verwendet man als basisches Mittel ein Carbonat oder Biearbonat, so kann die bei der Reaktion sich abspaltende Kohlensäure gleichzeitig zur Überführung des gebildeten a-Naphthols in a-Oxynaphthoesäure dienen.
<I>Beispiel</I> .T 415 gr a-Bromnaphtbalin mit einer wäs serigen Lösung von 325 gr Soda auf etwa <B>3000</B> unter einem Druck von 150 Atm. er hitzt, liefern ausser a-Naphthol und a-Naph- thyläther 40 gr a-Naphtholcarborisäure vom F. P. 188/192<B>0</B>.
<I>Beispiel 2:</I> 325 gr a-Chlornaphthalin mit einer wässe rigen Lösung von 370 gr Natriumbicarbonat auf etwa 310 unter einem Druck von etwa 160 Atm. erhitzt,. ergeben ausser a-Naphthol und dsm entsprechenden Naphthyläther etwa 40 gr a-Naphtholearbonsäure vom F. P. 188/1920.
Process for the preparation of a mixture of α-naphthol and α-oxynaphthoic acid from α-halonaphthalene. The present invention relates to the preparation of a mixture of α-naphthol and α-oxynaphthoic acid by treating α-halo naphthaline under elevated pressures and temperatures with a basic means in the presence of carbonic acid.
In-depth studies have shown Namely that when treating a-halonaphthalene with basic means such. B. sodium or potassium phosphate or -borgt, under elevated pressure and at elevated temperature in the presence of carbonic acid directly a-Oxy naphthoic acid wins in considerable amounts in addition to a-naphthol.
If a carbonate or beer carbonate is used as the basic agent, the carbonic acid which is split off during the reaction can simultaneously serve to convert the α-naphthol formed into α-oxynaphthoic acid.
<I> Example </I> .T 415 gr a-bromonaphtbalin with an aqueous solution of 325 gr soda to about <B> 3000 </B> under a pressure of 150 atm. it heats up, in addition to a-naphthol and a-naphthyl ether, 40 grams of a-naphtholcarboric acid from F.P. 188/192 <B> 0 </B>.
<I> Example 2: </I> 325 gr a-chloronaphthalene with an aqueous solution of 370 gr sodium bicarbonate to about 310 under a pressure of about 160 atm. heated,. result in addition to a-naphthol and dsm corresponding naphthyl ether about 40 grams of a-naphtholearboxylic acid from F.P. 188/1920.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE170318X | 1931-07-17 | ||
| CH163275T | 1932-07-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH170318A true CH170318A (en) | 1934-06-30 |
Family
ID=25717730
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH170318D CH170318A (en) | 1931-07-17 | 1932-07-16 | Process for the preparation of a mixture of α-naphthol and α-oxynaphthoic acid from α-halonaphthalene. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH170318A (en) |
-
1932
- 1932-07-16 CH CH170318D patent/CH170318A/en unknown
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