Reaktion #327417

Reaktionsgleichung

4-Pentenoyl chloride

sodium phenoxide

H2O

→

ester

Ausbeute 90.0%

Phenyl 4-pentenoate

Ausbeute 90.0%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe aqueous phase was extracted with Et2O (3×200 ml)
2. 2
   WaschenThe organic phase was washed with NaHCO3 (2×200 ml), brine (2×200 ml) to neutrality
3. 3
   Trocknendried (Na2SO4)
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated
6. 6
   workup.DISTILLATIONbulb-to-bulb distilled

Vorschrift

4-Pentenoyl chloride (8.16 g, 69.1 mmol) was added dropwise to sodium phenoxide (8.02 g, 69.1 mmol) in THF (160 ml) at 20° C. After 24 hours at 20° C. H2O (100 ml) was added and the aqueous phase was extracted with Et2O (3×200 ml). The organic phase was washed with NaHCO3 (2×200 ml), brine (2×200 ml) to neutrality, then dried (Na2SO4), filtered, concentrated and bulb-to-bulb distilled to afford the desired title ester in 90% yield. B.p.: 70° C./0.04 mbar.

Quelle