Reaktion #61691

Reaktionsgleichung

9-hydroxy-9-fluorenecarboxylic acid

sulfuric acid

sodium hydrogen carbonate

→

methyl 9-hydroxyfluorene-9-carboxylate

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturrefluxed for 1 hour
2. 2
   TemperaturAfter cooling
3. 3
   Sonstigethe methanol is largely evaporated down
4. 4
   ExtraktionThe mixture is extracted with dichloromethane and water
5. 5
   Sonstigethe organic phase is dried
6. 6
   Sonstigeevaporated to dryness
7. 7
   SonstigeThe product is purified by recrystallization from ethyl acetate

Vorschrift

50.4 g (0.223 mol) of 9-hydroxy-9-fluorenecarboxylic acid are dissolved in 500 mL of methanol, combined with 5 mL (0.089 mol) of concentrated sulfuric acid and refluxed for 1 hour. After cooling, 100 mL of sodium hydrogen carbonate solution (about pH 8) are added and the methanol is largely evaporated down. The mixture is extracted with dichloromethane and water, the organic phase is dried and evaporated to dryness. The product is purified by recrystallization from ethyl acetate. Yield: 50.0 g of white crystals (93% of theoretical yield).

Quelle