CH169506A - Process for the preparation of 1- (3 ', 4'-ethylenedioxy) -phenyl-2-aminopropan-1-ol. - Google Patents
Process for the preparation of 1- (3 ', 4'-ethylenedioxy) -phenyl-2-aminopropan-1-ol.Info
- Publication number
- CH169506A CH169506A CH169506DA CH169506A CH 169506 A CH169506 A CH 169506A CH 169506D A CH169506D A CH 169506DA CH 169506 A CH169506 A CH 169506A
- Authority
- CH
- Switzerland
- Prior art keywords
- phenyl
- preparation
- sub
- ethylenedioxy
- aminopropan
- Prior art date
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung von 1-(3',4'-Äthylendiogy)-phenyl-2-aminopropan-l-ol. Gegenstand der vorliegenden Erfindung ist ein Verfahren zur Darstellung von 1-(3',4' Äthylendioxy) - phenyl -2 - aminopropan -1- o1, welches dadurch gekennzeichnet ist, dass man auf 3,4-Äthylendioxypropiopherron salpetrige Säure einwirken lässt und das so erhaltene Isonitrosoketon mit reduzierenden Mitteln be handelt.
Die neue Verbindung bildet ein in Wasser und Alkohol lösliches Chlorhydrat vom Schmelzpunkt 213 C ; sie besitzt eine starke Uteruswirkung und kann entsprechende Ver wendung in der Therapie finden.
<I>Beispiel:</I> 19,2 gr 3,4 - Äthylendioxypropiophenon werden in 200 cm' Benzol gelöst und mit 10,3 gr Butylnitrit versetzt. Zu der erhaltenen Lösung werden 15 gr einer 30 /oigen äthe rischen Salzsäure hinzugetropft. Die Flüssig keit bleibt über Nacht stehen. Das auskristal lisierende Produkt wird abgesaugt und mit Benzol nachgewaschen.
Das entstandene 3,4- Äthyler)dioxyisonitrosopropiopherion schmilzt nach dem Umkristallisieren aus Benzol bei 142-143 . 14 gr der umkristallisierten Iso- nitrosoverbindung werden in 200 cm' Alkohol gelöst und mit Wasserstoff und Nickel bei <B>70'</B> hydriert. Nach Aufnahme der berechne ten Menge Wasserstoff wird vom Nickel katalysator abgesaugt und der überschüssige Alkohol im Vakuum entfernt. Der verblei bende Rückstand wird mit alkoholischer Salz säure neutralisiert und durch Zugabe von Aceton das Chlorhydrat ausgefällt.
Das 3,4 Äthylendioxyphenylamir)opropanolchlorhydrat schmilzt nach dem Unikristallisieren aus Alko hol bei 213 C.
Process for the preparation of 1- (3 ', 4'-ethylenediogy) -phenyl-2-aminopropan-1-ol. The present invention relates to a process for the preparation of 1- (3 ', 4' ethylenedioxy) - phenyl -2 - aminopropane -1- o1, which is characterized in that nitrous acid is allowed to act on 3,4-ethylenedioxypropiopherron and that Isonitrosoketone thus obtained is treated with reducing agents.
The new compound forms a hydrochloride, soluble in water and alcohol, with a melting point of 213 C; it has a strong uterine effect and can be used appropriately in therapy.
<I> Example: </I> 19.2 grams of 3,4 - ethylenedioxypropiophenone are dissolved in 200 cm of benzene and mixed with 10.3 grams of butyl nitrite. 15 g of a 30% ethereal hydrochloric acid are added dropwise to the resulting solution. The liquid stays there overnight. The crystallizing product is filtered off and washed with benzene.
The 3,4-ethyl) dioxyisonitrosopropiopherion formed melts at 142-143 after recrystallization from benzene. 14 g of the recrystallized isonitroso compound are dissolved in 200 cm 'of alcohol and hydrogenated with hydrogen and nickel at <B> 70' </B>. After the calculated amount of hydrogen has been absorbed, the nickel catalyst is sucked off and the excess alcohol is removed in vacuo. The remaining residue is neutralized with alcoholic hydrochloric acid and the hydrochloride is precipitated by adding acetone.
The 3,4 ethylenedioxyphenylamir) propanol chlorohydrate melts after unicrystallization from alcohol at 213 C.
Claims (1)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE169506X | 1931-09-16 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH169506A true CH169506A (en) | 1934-05-31 |
Family
ID=5687866
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH169506D CH169506A (en) | 1931-09-16 | 1932-09-14 | Process for the preparation of 1- (3 ', 4'-ethylenedioxy) -phenyl-2-aminopropan-1-ol. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH169506A (en) |
-
1932
- 1932-09-14 CH CH169506D patent/CH169506A/en unknown
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