Myristyl bromide → HCID 25265779, compound

3 g of 2 amino-1,3-propanediol were dissolved in 100 ml ethanol, 4 ml tetradecyl bromide were added followed by 5 ml diisopropyl ethylamine. The mixture was heated to reflux for 24 hours in a 250 ml round bottom flask equipped with a reflux condenser and stirred on a magnetic stirrer. The solution was evaporated to dryness and dissolved in 200 ml dichloromethane:methanol, 2:1, transferred to a 500 ml separatory funnel and washed with 75 ml 0.2N HCl. Phases were separated and the organic phase was washed again with 75 ml 0.1N HCl and 15 ml methanol. The organic phase was separated and dried on 5 g magnesium sulfate, filtered and evaporated to dryness. The resulted oil was crystallized from ethanol: H2O. Yield 1.2 g.

1. temperatureThe mixture was heated
2. temperatureto reflux for 24 hours in a 250 ml round bottom flask
3. customequipped with a reflux condenser
4. customThe solution was evaporated to dryness
5. dissolutiondissolved in 200 ml dichloromethane
6. custommethanol, 2:1, transferred to a 500 ml separatory funnel
7. washwashed with 75 ml 0.2N HCl
8. customPhases were separated
9. washthe organic phase was washed again with 75 ml 0.1N HCl and 15 ml methanol
10. customThe organic phase was separated
11. dry with materialdried on 5 g magnesium sulfate
12. filtrationfiltered
13. customevaporated to dryness
14. customThe resulted oil was crystallized from ethanol

ORD record

ord-3d483964f0b5461793e069c6a4115b11

Source dataset

uspto-grants-2016_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09340488B2