Reaction #1200

Reaction equation

tetradecyl glycidyl ether

3-amino-1-propanol

→

title compound

Yield 135.0%

1-(3-hydroxypropylamino)-3-tetradecyloxy-2-propanol

Yield 135.0%

Solvents

ethanol

Conditions

Workup

1. 1
   OtherA 300-ml two-necked flask equipped with a stirrer and a dropping funnel
2. 2
   Temperaturethe contents were heated
3. 3
   workup.STIRRINGstirred for 1 hour
4. 4
   OtherCrystals formed
5. 5
   Filtrationwere then collected by filtration
6. 6
   Otherrecrystallized from methanol

Procedure

A 300-ml two-necked flask equipped with a stirrer and a dropping funnel was charged with 25.1 g (0.33 mol) of 3-amino-1-propanol and 6.00 g of ethanol, and the contents were heated and stirred at 80° C. in a nitrogen atmosphere. After 9.00 g (33 mmol) of tetradecyl glycidyl ether were added dropwise over 2 hours, the resultant mixture was stirred further for 1 hour. The reaction mixture was poured into 400 ml of ice water and stirred for 1 hour. Crystals formed were then collected by filtration and recrystallized from methanol, thereby obtaining 15.4 g (yield: 92%) of the title compound (IIa-5).

Source