Reaktion #42876

Reaktionsgleichung

dihydro-furan-2-one

sodium

2-chlorophenol

→

title compound

Ausbeute 80.4%

4-(2-Chloro-phenoxy)-butyric acid

Ausbeute 80.4%

Lösungsmittel

ethanol

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas slowly evaporated
2. 2
   workup.DISSOLUTIONAfter such time the residue was dissolved in water (7 mL)
3. 3
   workup.ADDITIONaqueous hydrochloric acid (1N) was added until precipitation
4. 4
   SonstigeThe precipitate was isolated by filtration
5. 5
   Waschenwashed with water
6. 6
   Sonstigedried in vacuo

Vorschrift

To a solution of sodium (405 mg, 1.08 mmol) in ethanol (11.1 mL) was added 2-chlorophenol and the reaction mixture was stirred for 5 minutes before adding dihydro-furan-2-one (1.4 g, 16.1 mmol). The reaction mixture was stirred for 5 hours at 100° C. after which time the ethanol was slowly evaporated by continuous heating to 150° C. for another 12 hours. After such time the residue was dissolved in water (7 mL) and aqueous hydrochloric acid (1N) was added until precipitation occurred. The precipitate was isolated by filtration, washed with water and dried in vacuo to yield the title compound as yellow solid (2.79 g, 80.4%).

Quelle