CH125890A - Process for the preparation of 2,6-dioxy-3-benzylbenzoic acid. - Google Patents
Process for the preparation of 2,6-dioxy-3-benzylbenzoic acid.Info
- Publication number
- CH125890A CH125890A CH125890DA CH125890A CH 125890 A CH125890 A CH 125890A CH 125890D A CH125890D A CH 125890DA CH 125890 A CH125890 A CH 125890A
- Authority
- CH
- Switzerland
- Prior art keywords
- dioxy
- acid
- benzylbenzoic acid
- benzylbenzoic
- preparation
- Prior art date
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung von 2.6-Dioxy-3-benzylbenzoesäure. Es wurde gefunden, dass bei der Behand lung von Benzylresorcin mit Kohlensäure in Gegenwart von Alkalien ein Gemisch der beiden isomeren Dioxybenzylbenzoesäuren entsteht, aus welchem man die 2.6-Di- oxy-3-benzylbenzoesäuTe durch Behandeln mit einem geeigneten Lösungsmittel heraus lösen kann.
Die 2. 6-Dioxy-3-benzylbenzoesäure kri stallisiert in weissen Nadeln vom Schmelz punkt<B>160'.</B> In Alkohol und Äther löst sie sieh leicht. Benzol und Toluol lösen in der Kälte schwer, leichter in der Wärme. Mit Eisenchlorid färbt sich die alkoholische Lösung der 2.6-Dioxy-3-benzylbenzoesäure blau. Sie hat stark desinfizierende Eigen schaften und erscheint im Harn ungepaart. Daher soll sie als inneres Desinfektionsmittel verwendet werden.
Beispiel 'l2,3 Teile Benzylresorcin werden in 200 Teilen absolutem Alkohol gelöst, in einer Wasserstoffatmosphäre mit einer Lö sung von 8,5 Teilen Natrium in 125 Teilen absolutem Alkohol versetzt, der Alkohol hier- auf im Vakuum abd.estilliert, der Rückstand nach Abkühlung langsam in einer Kohlen dioxydatmosphäre auf 120 bis<B>130'</B> erhitzt und vier Stunden bei dieser Temperatur be lassen.
Die Aufarbeitung erfolgt wie bei der p - Bromphenyläthylresorcincarbonsäure durch Einleiten von Kohlensäure in die wäs serige Lösung bis zum Verschwinden der phenolphtaleinalkalischen Reaktion und Ab trennen des unveränderten Ausgangsmaterials. Das nach dem Ansäuern erhaltene Produkt wird in ätherischer Lösung entfärbt, dann aus Benzol umkristallisiert. Die Säure kii- stallisiert in weissen Nadeln vom Schmelz punkt<B>160'</B> und gibt mit Ferrichlorid eine Blaufärbung.
Die Hauptmenge besteht aus 2. 6-Dioxy-3-benzylbenzoesäure.
Process for the preparation of 2,6-dioxy-3-benzylbenzoic acid. It has been found that when benzylresorcinol is treated with carbonic acid in the presence of alkalis, a mixture of the two isomeric dioxybenzylbenzoic acids is formed, from which the 2,6-dioxy-3-benzylbenzoesäuTe can be dissolved out by treatment with a suitable solvent.
2. 6-Dioxy-3-benzylbenzoic acid crystallizes in white needles with a melting point of <B> 160 '. </B> It dissolves easily in alcohol and ether. Benzene and toluene dissolve with difficulty in the cold, more easily in the warm. With ferric chloride, the alcoholic solution of 2,6-dioxy-3-benzylbenzoic acid turns blue. It has strong disinfectant properties and appears unpaired in the urine. Therefore it should be used as an internal disinfectant.
Example 13.3 parts of benzylresorcinol are dissolved in 200 parts of absolute alcohol, a solution of 8.5 parts of sodium in 125 parts of absolute alcohol is added in a hydrogen atmosphere, the alcohol is then distilled off in vacuo, and the residue after cooling slowly heated to 120 to <B> 130 '</B> in a carbon dioxide atmosphere and left at this temperature for four hours.
The work-up takes place as in the case of the p-bromophenylethylresorcine carboxylic acid by introducing carbonic acid into the aqueous solution until the phenolphthalein-alkaline reaction disappears and the unchanged starting material is separated off. The product obtained after acidification is decolorized in an ethereal solution and then recrystallized from benzene. The acid accumulates in white needles with a melting point of <B> 160 '</B> and gives it a blue color with ferric chloride.
The main amount consists of 2.6-dioxy-3-benzylbenzoic acid.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH119581T | 1926-01-06 | ||
| DE125890X | 1926-06-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH125890A true CH125890A (en) | 1928-05-16 |
Family
ID=25709293
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH125890D CH125890A (en) | 1926-01-06 | 1927-05-18 | Process for the preparation of 2,6-dioxy-3-benzylbenzoic acid. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH125890A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2756256A (en) * | 1953-07-09 | 1956-07-24 | Dow Chemical Co | Phenyl dihydroxybenzoic acids |
-
1927
- 1927-05-18 CH CH125890D patent/CH125890A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2756256A (en) * | 1953-07-09 | 1956-07-24 | Dow Chemical Co | Phenyl dihydroxybenzoic acids |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH125890A (en) | Process for the preparation of 2,6-dioxy-3-benzylbenzoic acid. | |
| AT147319B (en) | Process for the preparation of acyl derivatives of the octahydrofollicle hormones. | |
| DE557814C (en) | Process for the preparation of N-substituted di- or polynuclear aminooxy compounds | |
| DE868903C (en) | Process for the production of pyromellitic acid from coke | |
| AT8178B (en) | Process for the preparation of alkyl ethers of morphine. | |
| CH269082A (en) | Process for the preparation of a diaryl-butenyl-amine. | |
| CH125887A (en) | Process for the preparation of 2,4-dioxy-5.B-phenylethylbenzoic acid. | |
| CH240789A (en) | Process for the preparation of a new compound of the cyclopentanopolyhydrophenanthrene series. | |
| CH119581A (en) | Process for the preparation of 2,4-dioxy-5-hexyl-benzoic acid. | |
| CH195775A (en) | Process for the preparation of a new ester. | |
| CH311660A (en) | Process for the production of a new basic substituted fatty acid amide. | |
| CH311671A (en) | Process for the production of a new basic substituted fatty acid amide. | |
| DE1618981B1 (en) | Process for the preparation of lower alkyl esters of 4-phenyl-3-oxobutane-1-carboxylic acid | |
| CH179977A (en) | Process for the preparation of 5-methyl-5-piperidino-barbituric acid. | |
| CH311663A (en) | Process for the production of a new basic substituted fatty acid amide. | |
| CH311664A (en) | Process for the production of a new basic substituted fatty acid amide. | |
| CH311670A (en) | Process for the production of a new basic substituted fatty acid amide. | |
| CH125889A (en) | Process for the preparation of 2,4-dioxy-5-heptylbenzoic acid. | |
| CH105234A (en) | Process for the production of 2.1-thionaphthisatin. | |
| CH196648A (en) | Process for the preparation of 3-acetyl-17-benzoyl-trans-androstandiol-3,17. | |
| CH269081A (en) | Process for the preparation of a diaryl-butenyl-amine. | |
| CH311662A (en) | Process for the production of a new basic substituted fatty acid amide. | |
| CH311679A (en) | Process for the production of a new basic substituted fatty acid amide. | |
| CH128118A (en) | Process for the preparation of Bz1-Bz3-diphenylbenzanthrone. | |
| CH205783A (en) | Process for the preparation of 8-methyl-3-oxy-diphenylene oxide. |