Reaktion #2486963

Reaktionsgleichung

ethyl 4-chloro-2-(1-(methoxycarbonyl)ethoxy)benzoate

sodium hydride

→

6-chloro-2-methyl-3(2H)-benzofuranone

Ausbeute 38.7%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux for 30 minutes
2. 2
   workup.ADDITIONThe reaction mixture was poured into ice-aqueous ammonium chloride
3. 3
   Extraktionextracted with ether
4. 4
   TrocknenThe extract was dried over anhydrous magnesium sulfate
5. 5
   Einengenconcentrated under reduced pressure

Vorschrift

A solution of ethyl 4-chloro-2-(1-(methoxycarbonyl)ethoxy)benzoate (7.3 g) and 60% oil dispersion (1.5 g) of sodium hydride in tetrahydrofuran (70 ml) was heated at reflux for 30 minutes, and slowly cooled to room temperature. The reaction mixture was poured into ice-aqueous ammonium chloride and extracted with ether. The extract was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was subjected to chromatography on silica gel to give 6-chloro-2-methyl-3(2H)-benzofuranone (yield, 1.8 g).

Quelle