Reaction #1199

Reaction equation

ethanolamine

1,2-epoxy-2-methyl-3-tetradecyloxypropane

→

title compound

Yield 68.0%

1-(2-hydroxyethylamino)-2-methyl-3-tetradecyloxy-2-propanol

Yield 68.0%

Solvents

ethanol

ethanol

Conditions

Workup

1. 1
   OtherA 100-ml flask equipped with a stirrer
2. 2
   workup.STIRRINGThe contents were stirred further for 2 hours
3. 3
   OtherThe resultant reaction mixture
4. 4
   Concentrationwas concentrated under reduced pressure
5. 5
   Otherthe resultant residue was purified by column chromatography on silica gel

Procedure

A 100-ml flask equipped with a stirrer and dropping funnel was then charged with 16.8 g (280 mmol) of ethanolamine and 15 g of ethanol. While stirring the mixture at 80° C., an ethanol solution of 5.00 g (17.6 mmol) of 1,2-epoxy-2-methyl-3-tetradecyloxypropane was added dropwise over 3 hours. The contents were stirred further for 2 hours. The resultant reaction mixture was concentrated under reduced pressure, and the resultant residue was purified by column chromatography on silica gel, thereby obtaining 4.13 g (yield: 68%) of the title compound.

Source