CH222484A - Process for the preparation of 1-methyl-4-phenyl-piperidyl-4-propyl-ketone. - Google Patents
Process for the preparation of 1-methyl-4-phenyl-piperidyl-4-propyl-ketone.Info
- Publication number
- CH222484A CH222484A CH222484DA CH222484A CH 222484 A CH222484 A CH 222484A CH 222484D A CH222484D A CH 222484DA CH 222484 A CH222484 A CH 222484A
- Authority
- CH
- Switzerland
- Prior art keywords
- sep
- propyl
- phenyl
- piperidyl
- methyl
- Prior art date
Links
Landscapes
- Hydrogenated Pyridines (AREA)
Description
Verfahren zur Herstellung von 1-llethyl-4-phenyl-piperidyl-4-propyl-keton. Gegenstand des vorliegenden Zusatzpa tentes ist ein Verfahren zur Herstellung von 1-Methyl -4-pheny 1-piperidyl-4-propyl-keton, welches dadurch gekennzeichnet ist, dass man auf 1-Methyl-4-phenyl-piperidin-4-carbon- säurenitril Propylmagnesiumhalogenid ein wirken lässt und das entstandene Ketimid- zwischenprodukt mit verdünnter Säure zer legt.
Das 1-142ethy1-4-phenyl-piperidyl-4-propyl- keton ist ein farbloses 01 vom Kp. 160 . Es soll für pharmazeutische Zwecke Verwen dung finden. Das Hydroehlorid ist ein farb loses Kristallpulver vom F. 115/117 .
<I>Beispiel:</I> Eine Propylma.gnesiumbromidlö.sung, aus 61 Gewichtsteilen Propylbromid und 12 Ge wichtsteilen Magnesium in 300 Gewichtstei len Alkohol bereitet, wird zu einer Lösung von 60 Gewichtsteilen 1-Dlethyl-4-phenyl- piperidin-4-carbonsäurenitril in 100 Gewichts teilen Toluol zugesetzt. Die auftretende Re aktionswärme ist nicht erheblich; nach ihrem Abklingen wird das Gemisch auf dem Was serbade am absteigenden Kühler erhitzt; der Äther destilliert ab, die Toluollösung wird drei Stunden bei Wasserbadtemperatur ge halten.
Die Zerlegung erfolgt durch Auf giessen auf Eis und Verrühren mit verdünnter Salzsäure, von der so viel anzuwenden ist, dass kongosaure Reaktion auf die Dauer be stehen bleibt. Nach Abtrennung des Toluols fällt man die Base durch -Übersättigen der wässerigen Lösung mit Ammoniak als Öl aus, nimmt sie in Äther auf, trocknet über Kaliumcarbonat und destilliert. Kp.- 160 . Die Base ist ein farbloses 01. Das aus der Ätherlösung der Base mit alkoholischer Salz säure erhältliche Hydrochlorid ist ein farb loses Kristallpulver vom F. 115/117 , das sich leicht in Wasser löst.
Process for the preparation of 1-llethyl-4-phenyl-piperidyl-4-propyl-ketone. The present additional patent is a process for the preparation of 1-methyl -4-pheny 1-piperidyl-4-propyl-ketone, which is characterized in that 1-methyl-4-phenyl-piperidine-4-carbon Acid nitrile propyl magnesium halide allows it to act and decomposes the resulting ketimide intermediate with dilute acid.
1-142ethy1-4-phenyl-piperidyl-4-propyl-ketone is a colorless oil with a b.p. 160. It is intended to be used for pharmaceutical purposes. The hydrochloride is a colorless crystal powder from F. 115/117.
<I> Example: </I> A propyl magnesium bromide solution, prepared from 61 parts by weight of propyl bromide and 12 parts by weight of magnesium in 300 parts by weight of alcohol, becomes a solution of 60 parts by weight of 1-methyl-4-phenyl-piperidine-4 -carboxylic acid nitrile in 100 parts by weight of toluene added. The heat of action occurring is not significant; After they have subsided, the mixture is heated on the water bath on the descending cooler; the ether distills off, the toluene solution is kept for three hours at water bath temperature.
It is broken down by pouring it onto ice and stirring it with dilute hydrochloric acid, of which so much must be used that the Congo acidic reaction persists in the long term. After the toluene has been separated off, the base is precipitated as an oil by supersaturating the aqueous solution with ammonia, taken up in ether, dried over potassium carbonate and distilled. Bp - 160. The base is a colorless 01. The hydrochloride obtainable from the ether solution of the base with alcoholic hydrochloric acid is a colorless crystal powder of F. 115/117, which dissolves easily in water.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE222484X | 1939-03-30 | ||
CH218517T | 1940-03-30 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH222484A true CH222484A (en) | 1942-07-15 |
Family
ID=25726171
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH222484D CH222484A (en) | 1939-03-30 | 1940-03-30 | Process for the preparation of 1-methyl-4-phenyl-piperidyl-4-propyl-ketone. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH222484A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2486796A (en) * | 1943-06-25 | 1949-11-01 | Ciba Pharm Prod Inc | Esters of 1-alkyl-4-hydroxyphenylpiperidyl-4-ketones |
-
1940
- 1940-03-30 CH CH222484D patent/CH222484A/en unknown
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2486796A (en) * | 1943-06-25 | 1949-11-01 | Ciba Pharm Prod Inc | Esters of 1-alkyl-4-hydroxyphenylpiperidyl-4-ketones |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CH222484A (en) | Process for the preparation of 1-methyl-4-phenyl-piperidyl-4-propyl-ketone. | |
CH240363A (en) | Process for the preparation of N- (y, y-diphenyl-allyl) -piperidine. | |
CH222731A (en) | Process for the preparation of 1-methyl-4-phenyl-piperidyl-4-ethyl-ketone. | |
CH218517A (en) | Process for the preparation of 1-methyl-4-phenyl-piperidyl-4-isopropyl-ketone. | |
CH222485A (en) | Process for the preparation of 1-methyl-4-phenyl-piperidyl-4-isobutyl-ketone. | |
CH284072A (en) | Process for the preparation of 3,4-dimethyl-5-phenyl-2-imino-thiazolidine. | |
DE726431C (en) | Process for the preparation of arylides from ª ‰ -ketone carboxylic acids | |
CH240726A (en) | Process for the preparation of a p-amino-benzenesulfonamide. | |
CH296241A (en) | Process for the preparation of N-acrylaminoacetic acid. | |
CH232058A (en) | Process for the preparation of 1-phenyl-2-dimethylaminopropanol- (1). | |
CH234936A (en) | Process for the preparation of an amino compound. | |
CH199910A (en) | Process for the preparation of N-methylsulfanilic acid-4-aminoanilide. | |
CH211297A (en) | Process for the preparation of phosphoric acid dichloride-4-sulfonamidoanilide. | |
CH202850A (en) | Process for the production of a new intermediate product. | |
CH150164A (en) | Process for the preparation of an arylacetic acid. | |
CH202851A (en) | Process for the production of a new intermediate product. | |
CH236172A (en) | Process for the preparation of 4-amino-benzenesulfone-2'-isopropylmercapto-benzamide. | |
CH211294A (en) | Process for the production of a condensation product. | |
CH242289A (en) | Process for the preparation of a basic ester of a 1-aryl-cycloalkyl-1-carboxylic acid. | |
CH143279A (en) | Process for the preparation of a 6-arylamino-2-naphthol-3-carboxylic acid. | |
CH314208A (en) | Process for the preparation of a quaternary ammonium base | |
CH136559A (en) | Process for the production of a condensation product. | |
CH206629A (en) | Process for preparing an aminobenzenesulfonic acid amide compound. | |
CH137098A (en) | Process for N-alkylation with an aminoalkyl halide. | |
CH314214A (en) | Process for the preparation of a quaternary ammonium salt |