Reaction #1191

Reaction equation

2-hydroxyoctadecyl glycidyl ether

ethanolamine

→

title compound

Yield 75.2%

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

Yield 75.2%

Solvents

ethanol

ethanol

Conditions

Workup

1. 1
   OtherA 300-ml flask equipped with a stirrer
2. 2
   Temperaturereflux tube
3. 3
   TemperatureWhile heating
4. 4
   workup.STIRRINGstirred further for 3 hours
5. 5
   Otherto collect crystals
6. 6
   Otherformed by filtration
7. 7
   OtherThe thus-obtained crystals were recrystallized again from n-hexane

Procedure

A 300-ml flask equipped with a stirrer, reflux tube and dropping funnel was charged with 40.5 g (0.66 mol) of ethanolamine and 8.6 g of ethanol. While heating and stirring the mixture at 80° C., an ethanol solution of 4.08 g (11.8 mmol) of 2-hydroxyoctadecyl glycidyl ether was added dropwise over 3 hours. After the resultant mixture was heated and stirred further for 3 hours, it was poured into 500 ml of ice water to collect crystals formed by filtration. The thus-obtained crystals were recrystallized again from n-hexane, thereby obtaining 3.58 g (yield: 75%) of the title compound (Ia-12).

Source