Reaction #1190

Reaction equation

ethanolamine

12-hydroxyoctadecyl glycidyl ether

→

title compound

Yield 77.0%

1-(2-hydroxyethylamino)-3-(12-hydroxyoctadecyloxy)-2-propanol

Yield 77.0%

Solvents

ethanol

Conditions

Workup

1. 1
   OtherA 200-ml flask equipped with a stirrer
2. 2
   Temperaturereflux condenser
3. 3
   Concentrationit was concentrated under reduced pressure
4. 4
   Otherpurified by column chromatography on silica gel

Procedure

A 200-ml flask equipped with a stirrer, reflux condenser and dropping funnel was charged with 35.0 g (0.57 mol) of ethanolamine and 35 g of ethanol, and the mixture was heated to 80° C. with stirring in a nitrogen atmosphere. To this mixture, 13.0 g (38 mmol) of 12-hydroxyoctadecyl glycidyl ether were added dropwise over 3 hours. After the resultant mixture was stirred further for 3 hours, it was concentrated under reduced pressure and purified by column chromatography on silica gel, thereby obtaining 11.7 g (yield: 77%) of the title compound (Ia-1).

Source