CH227745A - Process for the preparation of 1-phenyl-2-dimethyl-aminopropanol (1). - Google Patents
Process for the preparation of 1-phenyl-2-dimethyl-aminopropanol (1).Info
- Publication number
- CH227745A CH227745A CH227745DA CH227745A CH 227745 A CH227745 A CH 227745A CH 227745D A CH227745D A CH 227745DA CH 227745 A CH227745 A CH 227745A
- Authority
- CH
- Switzerland
- Prior art keywords
- aminopropanol
- phenyl
- dimethyl
- preparation
- salt
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 6
- FMCGSUUBYTWNDP-UHFFFAOYSA-N Methylephedrine Chemical compound CN(C)C(C)C(O)C1=CC=CC=C1 FMCGSUUBYTWNDP-UHFFFAOYSA-N 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 8
- 150000003839 salts Chemical class 0.000 claims description 4
- DLNKOYKMWOXYQA-UHFFFAOYSA-N 2-amino-1-phenylpropan-1-ol Chemical compound CC(N)C(O)C1=CC=CC=C1 DLNKOYKMWOXYQA-UHFFFAOYSA-N 0.000 claims description 3
- MXZROAOUCUVNHX-UHFFFAOYSA-N 2-Aminopropanol Chemical compound CCC(N)O MXZROAOUCUVNHX-UHFFFAOYSA-N 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 claims description 2
- 150000007522 mineralic acids Chemical class 0.000 claims description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000008098 formaldehyde solution Substances 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 150000001414 amino alcohols Chemical class 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C25/00—Compounds containing at least one halogen atom bound to a six-membered aromatic ring
- C07C25/18—Polycyclic aromatic halogenated hydrocarbons
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung von 1-Plienyl-2-dimetliyl-aminopropanol(1). Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung von 1-Phenyl- 2-dimethyl-amino-propanol(1), das dadurch gekennzeichnet ist, dass man auf ein Salz des 1-Phenyl-2-aminopropanol(1) Formaldehyd in Abwesenheit eines Katalysators unter Druck einwirken lässt. Vorzugsweise verwen det man dabei ein Salz des Aminopropanols mit einer anorganischen Säure.
Dieses einfache Verfahren, bei dem zweckmässig auf 1 Teil des Aminoalkohols etwa 2=3 Teile 40 % ige Formaldehydlösung verwendet werden, ist auch im technischen 1Vlassstabe glatt und mit quantitativer Aus beute durchführbar.
Das erhaltene Produkt ist bekannt und findet als Arzneimittel Verwendung. <I>Beispiel:</I> 78 Teile des Hydrochlorids vom 1-Phenyl- 2-aminopropanol werden mit 300 Teilen einer 40 % igen Formaldehydlösung 3 Stunden auf etwa l25 erhitzt. Aus der erhaltenen Re- aktionslösung wird mit Natronlauge das race- mische 1- Phenyl - 2 - dimethyl-aminopropa- nol(1) in nahezu quantitativer Ausbeute er halten.
Es schmilzt nach dem Trocknen und Umkristallisieren aus Petroläther bei 63-64 .
Process for the preparation of 1-Plienyl-2-dimethyl-aminopropanol (1). The subject of the present patent is a process for the preparation of 1-phenyl-2-dimethyl-aminopropanol (1), which is characterized in that a salt of 1-phenyl-2-aminopropanol (1) in the absence of formaldehyde Let the catalyst act under pressure. A salt of aminopropanol with an inorganic acid is preferably used.
This simple process, in which it is advisable to use about 2 = 3 parts of 40% formaldehyde solution for 1 part of the amino alcohol, can also be carried out smoothly in technical terms and with quantitative yield.
The product obtained is known and used as a medicine. <I> Example: </I> 78 parts of the hydrochloride of 1-phenyl-2-aminopropanol are heated to about 125 with 300 parts of a 40% formaldehyde solution for 3 hours. From the reaction solution obtained, the racemic 1-phenyl-2-dimethyl-aminopropanol (1) is obtained in almost quantitative yield with sodium hydroxide solution.
After drying and recrystallization from petroleum ether, it melts at 63-64.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE227745X | 1940-02-20 | ||
| CH225668T | 1943-02-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH227745A true CH227745A (en) | 1943-06-30 |
Family
ID=25726921
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH227745D CH227745A (en) | 1940-02-20 | 1940-12-30 | Process for the preparation of 1-phenyl-2-dimethyl-aminopropanol (1). |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH227745A (en) |
-
1940
- 1940-12-30 CH CH227745D patent/CH227745A/en unknown
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