AT153199B - Process for the preparation of amino alcohols. - Google Patents
Process for the preparation of amino alcohols.Info
- Publication number
- AT153199B AT153199B AT153199DA AT153199B AT 153199 B AT153199 B AT 153199B AT 153199D A AT153199D A AT 153199DA AT 153199 B AT153199 B AT 153199B
- Authority
- AT
- Austria
- Prior art keywords
- preparation
- amino alcohols
- phenyl
- aminopropanol
- acyloxybenzyl
- Prior art date
Links
- 150000001414 amino alcohols Chemical class 0.000 title claims description 3
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000005415 substituted alkoxy group Chemical group 0.000 claims 1
- -1 1-phenyl-2-methyl- [4'-methoxy-3'-carbethoxybenzyl] Chemical class 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N acetic acid ethyl ester Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- FTWAMZVALPAXGP-UHFFFAOYSA-N 2-(chloromethyl)-1-methoxy-4-methylbenzene Chemical compound COC1=CC=C(C)C=C1CCl FTWAMZVALPAXGP-UHFFFAOYSA-N 0.000 description 1
- 230000001476 alcoholic Effects 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Description
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Verfahren zur Darstellung von Aminoalkoholen.
EMI1.1
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Des weiteren können in ähnlicher Weise nachstehende Verbindungen erhalten werden : 1-Phenyl- 2-methyl- [4'-methoxy-3'-carbäthoxybenzyl]-aminopropanol- (l)-Chlorhydrat, aus Alkohol umkristallisiert F = 1780 ; 1-Phenyl-2-methyl- [4'-methoxy-3'-benzyloxybenzyl]-aminopropanol- (l)-Chlorhydrat, aus 96% igem Alkohol umkristallisiert F = 188 ; 1-Phenyl-2-methyl-[3'-äthoxybenzyl]-aminopropanol- (l)-Chlorhydrat, aus Essigester umkristallisiert F = 168-170 . Ferner lässt sich in gleicher Weise auch die 3'-Acetoxybenzyl-Verbindung herstellen.
Beispiel 4 : 30 g 1-Phenyl-2-aminopropanol-(1) und 17 g 2-Methoxy-5-methylbenzylchlorid werden in 200 cm3 Benzol gelöst und einige Stunden unter Rückfluss gekocht. Das ausgeschiedene salzsaure 1-Phenyl-2-aminop"opanol- (1) wird abfiltriert, die Benzollösung mit alkoholischer Salzsäure neutralisiert und das auskristallisierende 1-Phenyl-2- [2'-methoxy-5'-methylbenzyl]-aminopropanol- (l)- Chlorhydrat abgesaugt. Nach dem Umkristallisieren aus Wasser schmilzt die Verbindung bei 187 .
<Desc / Clms Page number 1>
Process for the preparation of amino alcohols.
EMI1.1
<Desc / Clms Page number 2>
In addition, the following compounds can be obtained in a similar manner: 1-phenyl-2-methyl- [4'-methoxy-3'-carbethoxybenzyl] -aminopropanol- (1) -chlorohydrate, recrystallized from alcohol, F = 1780; 1-phenyl-2-methyl- [4'-methoxy-3'-benzyloxybenzyl] -aminopropanol- (l) -chlorohydrate, recrystallized from 96% alcohol. F = 188; 1-Phenyl-2-methyl- [3'-ethoxybenzyl] -aminopropanol- (l) -chlorohydrate, recrystallized from ethyl acetate, F = 168-170. Furthermore, the 3'-acetoxybenzyl compound can also be prepared in the same way.
Example 4: 30 g of 1-phenyl-2-aminopropanol- (1) and 17 g of 2-methoxy-5-methylbenzyl chloride are dissolved in 200 cm3 of benzene and refluxed for a few hours. The precipitated hydrochloric acid 1-phenyl-2-aminop "opanol- (1) is filtered off, the benzene solution is neutralized with alcoholic hydrochloric acid and the 1-phenyl-2- [2'-methoxy-5'-methylbenzyl] aminopropanol (l After recrystallization from water, the compound melts at 187.
Claims (1)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE153199T | 1934-07-05 |
Publications (1)
Publication Number | Publication Date |
---|---|
AT153199B true AT153199B (en) | 1938-04-25 |
Family
ID=29412237
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
AT153199D AT153199B (en) | 1934-07-05 | 1935-07-01 | Process for the preparation of amino alcohols. |
Country Status (1)
Country | Link |
---|---|
AT (1) | AT153199B (en) |
-
1935
- 1935-07-01 AT AT153199D patent/AT153199B/en active
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