Réaction #53263

Équation de réaction

3-hydroxyhexadecanoic acid

triethylamine

benzyl bromide

→

benzyl 3-hydroxyhexadecanoate

Solvants

DMF

Conditions de réaction

Traitement

1. 1
   AutreAfter the solvent was removed in vacuo, ethyl acetate and water
2. 2
   workup.ADDITIONwere added to the residue
3. 3
   LavageThe separated ethyl acetate layer was washed twice with water
4. 4
   Séchagedried over anhydrous sodium sulfate
5. 5
   ConcentrationAfter concentration
6. 6
   Autrethe residue was purified by a silica gel column chromatography (silica gel 15 g, chloroform: methanol=100:0-8)

Mode opératoire

To a solution of 3-hydroxyhexadecanoic acid (1.90 g) and triethylamine (0.97 ml) in DMF (20 ml) was added benzyl bromide (0.83 ml) and the mixture was stirred at room temperature for 3 days. After the solvent was removed in vacuo, ethyl acetate and water were added to the residue. The separated ethyl acetate layer was washed twice with water and then dried over anhydrous sodium sulfate. After concentration, the residue was purified by a silica gel column chromatography (silica gel 15 g, chloroform: methanol=100:0-8) to afford 1.22 g of benzyl 3-hydroxyhexadecanoate.

Source