Réaction #1201

Équation de réaction

tetradecyl glycidyl ether

ethanol

glycine

NaOH

ethanol

hydrochloride

→

title compound

Rendement 30.7%

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

Rendement 30.7%

Conditions de réaction

Traitement

1. 1
   AutreA 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
   ExtractionThe mixture was subjected to extraction with chloroform
5. 5
   ExtractionThe resultant extract
6. 6
   Concentrationwas concentrated under reduced pressure
7. 7
   Autrethe residue was then purified by column chromatography on silica gel

Mode opératoire

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].

Source