Reaction #1213

Reaction equation

ethanolamine

1-tetradecylthio-2,3-epoxypropane

→

title compound

Yield 91.0%

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

Yield 91.0%

Solvents

ethanol

ethanol

Conditions

Workup

1. 1
   OtherA 300-ml flask equipped with a stirrer
2. 2
   OtherAfter completion of the dropping, the resultant reaction mixture
3. 3
   Concentrationwas concentrated under reduced pressure
4. 4
   Otherthe residue was recrystallized from hexane

Procedure

A 300-ml flask equipped with a stirrer and dropping funnel was charged with 61.1 g (1 mol) of ethanolamine and 61 g of ethanol. While stirring the contents at 80° C., a solution of 14.3 g (50 mmol) of 1-tetradecylthio-2,3-epoxypropane in 30 g ethanol was added dropwise over 3 hours. After completion of the dropping, the resultant reaction mixture was concentrated under reduced pressure, and the residue was recrystallized from hexane, thereby obtaining 15.8 g (yield: 91%) of the title compound (IIe-1).

Source