Reaktion #8290

Reaktionsgleichung

hydrochloric acid

3-benzoylpropionic acid

potassium carbonate

formaldehyde

→

4-benzoyl-dihydro-furan-2-one

Ausbeute 84.1%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwarmed to 30° C.
2. 2
   workup.STIRRINGstirred for 3 additional days
3. 3
   Temperaturheated at 50° C. for 30 min.
4. 4
   Temperaturcooled to room temperature
5. 5
   ExtraktionThe mixture is extracted with chloroform (4×200 mL)
6. 6
   Waschenthe combined organic extracts washed with sodium carbonate (10% in water, 3×100 mL)
7. 7
   TrocknenThe solution is dried with anhydrous sodium sulfate
8. 8
   Filtrationfiltered
9. 9
   EinengenThe filtrate is concentrated in vacuo

Vorschrift

A mixture of 3-benzoylpropionic acid (18 g, 101 mmol), potassium carbonate (10 g, 75 mmol), water (45 mL) and formaldehyde (36% in water, 7.8 mL, 101 mmol) is stirred at room temperature for 5 days, warmed to 30° C. and stirred for 3 additional days. To this mixture is added concentrated hydrochloric acid (10 mL) to pH 5.0, heated at 50° C. for 30 min. and cooled to room temperature. The mixture is extracted with chloroform (4×200 mL) and the combined organic extracts washed with sodium carbonate (10% in water, 3×100 mL). The solution is dried with anhydrous sodium sulfate and filtered. The filtrate is concentrated in vacuo to yield 4-benzoyl-dihydro-furan-2-one (12 g) as a colorless liquid.

Quelle