Reaktion #56087

Reaktionsgleichung

hydrochloric acid

benzyl phenylacetate

methylene chloride

aluminum chloride

→

phenylacetic acid

Ausbeute 87.0%

Lösungsmittel

nitromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with methylene chloride
2. 2
   ExtraktionThe organic layer is extracted again with 5% aqueous sodium hydrogen carbonate solution
3. 3
   ExtraktionThe aqueous extract
4. 4
   Extraktionextracted with ethyl acetate
5. 5
   TrocknenThe organic layer is dried over sodium sulfate
6. 6
   Einengenconcentrated

Vorschrift

A mixture of benzyl phenylacetate (218 mg), methylene chloride (2 ml), aluminum chloride (357 mg), and nitromethane (1 ml) is stirred for 1 hour under ice cooling. The mixture is acidified with cold dilute hydrochloric acid and extracted with methylene chloride. The organic layer is extracted again with 5% aqueous sodium hydrogen carbonate solution. The aqueous extract is acidified with hydrochloric acid, and extracted with ethyl acetate. The organic layer is dried over sodium sulfate and concentrated to give phenylacetic acid (114 mg) melting at 77° C. Yield: 87%.

Quelle