DE54661C - Process for the preparation of trioxybenzophenone - Google Patents
Process for the preparation of trioxybenzophenoneInfo
- Publication number
- DE54661C DE54661C DENDAT54661D DE54661DA DE54661C DE 54661 C DE54661 C DE 54661C DE NDAT54661 D DENDAT54661 D DE NDAT54661D DE 54661D A DE54661D A DE 54661DA DE 54661 C DE54661 C DE 54661C
- Authority
- DE
- Germany
- Prior art keywords
- trioxybenzophenone
- water
- preparation
- benzotrichloride
- solvents
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired - Lifetime
Links
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- WQGWDDDVZFFDIG-UHFFFAOYSA-N Pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 claims description 6
- XEMRAKSQROQPBR-UHFFFAOYSA-N Benzotrichloride Chemical compound ClC(Cl)(Cl)C1=CC=CC=C1 XEMRAKSQROQPBR-UHFFFAOYSA-N 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- 229940079877 Pyrogallol Drugs 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- 230000001476 alcoholic Effects 0.000 claims 1
- 238000009835 boiling Methods 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 235000019441 ethanol Nutrition 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 238000010186 staining 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
- C07C45/008—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with tri- or tetrahalomethyl compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
Die seitherigen Beobachtungen haben ergeben, dafs sich Pyrogallol mit Benzotrichlorid zu einem beizenfärbenden violetten Farbstoff condensirt. Um einer Zersetzung des Benzotrichloride vorzubeugen, hat man seither nur mit nichtwasserhaltigen und nichtwasserabspaltenden Lösungsmitteln gearbeitet.The observations made since then have shown that pyrogallol reacts with benzotrichloride condensed to a stain-staining violet dye. To a decomposition of the benzotrichloride Since then, prevention has only been possible with non-aqueous and non-water-releasing substances Solvents worked.
Führt man hingegen die Condensation in wasserhaltigen oder wasserabspaltenden Lösungsmitteln aus, so nimmt die Reaction einen ganz anderen Verlauf, indem sich das im Patent Nr. 49149 beschriebene Trioxybenzophenon bildet.If, on the other hand, the condensation is carried out in water-containing or water-releasing solvents then the reaction takes a completely different course, in that the trioxybenzophenone described in Patent No. 49149 forms.
Um auf diese Weise Trioxybenzophenon darzustellen, verfährt man z. B. wie folgt:In order to represent trioxybenzophenone in this way, one proceeds, for. B. as follows:
20 kg Pyrogallol werden in 40 kg Aethylalkohol (90 pCt.) gelöst und diese Lösung zum Sieden erhitzt. Alsdann werden langsam 40 kg Benzotrichlorid eingetragen; es tritt dabei unter Rothfärbung der Lösung eine kräftige Reaction ein, nach deren Beendigung man das Reactionsproduct in 3000 1 kochendes Wasser giefst und die Lösung filtrirt. Beim Erkalten scheidet sich aus derselben das Trioxybenzophenon in Form gelber Krystalle aus. Es besitzt die im Patent Nr. 49149 angegebenen Eigenschaften. Bei der Condensation kann man den Alkohol durch Wasser oder andere wasserhaltige oder wasserabspaltende Lösungsmittel ersetzen.20 kg of pyrogallol are dissolved in 40 kg of ethyl alcohol (90 pCt.) And this solution heated to boiling. 40 kg of benzotrichloride are then slowly added; it occurs a vigorous reaction, with red coloration of the solution, after the end of which the Pour reaction product into 3,000 liters of boiling water, and filter the solution. When cooling down the trioxybenzophenone separates from it in the form of yellow crystals. It has the properties given in Patent No. 49149. In the case of condensation, the alcohol by water or other water-containing or dehydrating solvents substitute.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE54661C true DE54661C (en) |
Family
ID=329241
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT54661D Expired - Lifetime DE54661C (en) | Process for the preparation of trioxybenzophenone |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE54661C (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1092927B (en) * | 1958-05-20 | 1960-11-17 | Hoechst Ag | Process for the preparation of 4,6-diacyl-1,3-dioxybenzenes |
| DE1092928B (en) * | 1958-05-24 | 1960-11-17 | Hoechst Ag | Process for the preparation of ethers of oxydiaryl ketones |
| DE1101437B (en) * | 1958-06-21 | 1961-03-09 | Hoechst Ag | Process for the preparation of 1,4-di- (2 ', 4'-dioxybenzoyl) benzene |
| DE1114503B (en) * | 1958-11-19 | 1961-10-05 | Hoechst Ag | Process for the preparation of ethers of dioxyaryldiketones |
-
0
- DE DENDAT54661D patent/DE54661C/en not_active Expired - Lifetime
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1092927B (en) * | 1958-05-20 | 1960-11-17 | Hoechst Ag | Process for the preparation of 4,6-diacyl-1,3-dioxybenzenes |
| DE1092928B (en) * | 1958-05-24 | 1960-11-17 | Hoechst Ag | Process for the preparation of ethers of oxydiaryl ketones |
| DE1101437B (en) * | 1958-06-21 | 1961-03-09 | Hoechst Ag | Process for the preparation of 1,4-di- (2 ', 4'-dioxybenzoyl) benzene |
| DE1114503B (en) * | 1958-11-19 | 1961-10-05 | Hoechst Ag | Process for the preparation of ethers of dioxyaryldiketones |
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