Reaction #1204

Reaction equation

ethanolamine

ethanol

1,2-epoxyoctadecane

→

title compound

Yield 74.6%

1-(2-hydroxyethylamino)-2-octadecanol

Yield 74.6%

Solvents

Water

Conditions

Workup

1. 1
   OtherA 300-ml flask equipped with a stirrer and a dropping funnel
2. 2
   Otherreaction mixture, and white crystals
3. 3
   Otherformed
4. 4
   Filtrationwere collected by filtration
5. 5
   Washwashed with water
6. 6
   Otherrecrystallized from methanol

Procedure

A 300-ml flask equipped with a stirrer and a dropping funnel was charged with 45.8 g (0.75 mol) of ethanolamine and 9 g of ethanol. While stirring the mixture at 80° C., 13.4 g (50 mmol) of 1,2-epoxyoctadecane were added dropwise over 2 hours. Water was added to the resultant reaction mixture, and white crystals formed were collected by filtration, washed with water and then recrystallized from methanol, thereby obtaining 12.3 g (yield: 74.6%) of the title compound (IIc-1).

Source