Réaction #1220

Équation de réaction

methyl 12-hydroxydodecanate

1,3-diamino-2-propanol

N2

→

title compound

Rendement 75.7%

N-(3-amino-2-hydroxypropyl)-12-hydroxydodecanamide

Rendement 75.7%

Solvants

THF

Conditions de réaction

Traitement

1. 1
   AutreA 100-ml two-necked flask equipped with a stirrer
2. 2
   TempératureWhile heating
3. 3
   AutrePrecipitate formed
4. 4
   Lavagewas washed with water
5. 5
   Autrerecrystallized from ethyl acetate-methanol (4:1 v/v)

Mode opératoire

A 100-ml two-necked flask equipped with a stirrer and dropping funnel was charged with 9.39 g (104 mmol) of 1,3-diamino-2-propanol and 0.047 g (0.87 mmol) of sodium methoxide. While heating and stirring the contents at 80° C. in an N2 atmosphere, a THF solution of 4.00 g (17.4 mmol) of methyl 12-hydroxydodecanate was added dropwise over 2.5 hours. Precipitate formed was washed with water and recrystallized from ethyl acetate-methanol (4:1 v/v), thereby obtaining 3.80 g (yield: 75%) of the title compound (IIh-12) as colorless powder.

Source