Reaktion #5721

Reaktionsgleichung

benzoic anhydride

perchloric acid

toluene

toluene

→

rac-(2RS,3RS,5SR)-3-benzoyloxy-2-ethyl-5-heptadecyl-δ-valerolactone

Ausbeute 100.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionwas extracted with 1N sodium hydroxide solution in 20% sodium chloride solution
2. 2
   Sonstigedried
3. 3
   Sonstigeevaporated

Vorschrift

138.5 g of benzoic anhydride and subsequently 2.5 ml of perchloric acid 70% were added to a suspension of 191.3 g of the δ-lactone from c) in 1250 ml of toluene. After stirring for 2.5 hours the reaction mixture in toluene was extracted with 1N sodium hydroxide solution in 20% sodium chloride solution and then with saturated sodium chloride solution. The organic phases were combined, dried and evaporated. 243.4 g (100.0%) of rac-(2RS,3RS,5SR)-3-benzoyloxy-2-ethyl-5-heptadecyl-δ-valerolactone, m.p. 64.5°-66°, resulted.

Quelle