Reaktion #53263

Reaktionsgleichung

3-hydroxyhexadecanoic acid

triethylamine

benzyl bromide

→

benzyl 3-hydroxyhexadecanoate

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle