Reaktion #1201

Reaktionsgleichung

tetradecyl glycidyl ether

ethanol

glycine

NaOH

ethanol

hydrochloride

→

title compound

Ausbeute 30.7%

4-(2-hydroxyethylamino)-1-dodecyloxy-2-methyl-2-butanol

Ausbeute 30.7%

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeA 300-ml two-necked flask equipped with a stirrer
2. 2
   workup.DISTILLATIONAfter ethanol was distilled off under reduced pressure, methanol and hydrochloric acid
3. 3
   workup.ADDITIONwas added to the mixture
4. 4
   ExtraktionThe mixture was subjected to extraction with chloroform
5. 5
   ExtraktionThe resultant extract
6. 6
   Einengenwas concentrated under reduced pressure
7. 7
   Sonstigethe residue was then purified by column chromatography on silica gel

Vorschrift

A 300-ml two-necked flask equipped with a stirrer was charged with 7.51 g (0.1 mol) of glycine, 8.3 g (0.1 mol) of 48% NaOH and 200 ml of ethanol. While stirring the mixture at 80° C., an ethanol solution of 2.70 g (10 mmol) of tetradecyl glycidyl ether was added, and the resultant mixture was stirred for 3 hours. After ethanol was distilled off under reduced pressure, methanol and hydrochloric acid was added to the mixture to acidify it. The mixture was subjected to extraction with chloroform. The resultant extract was concentrated under reduced pressure, and the residue was then purified by column chromatography on silica gel, thereby obtaining 1.17 g (yield: 30.7%) of the title compound [(IIa-10) hydrochloride].

Quelle