Réaction #49849

Équation de réaction

resorcinol

ethyl benzoylacetate

→

title compound

7-Hydroxy-4-phenylcoumarin

Solvants

O-phosphoric acid

Conditions de réaction

Traitement

1. 1
   TempératureThe solution was cooled
2. 2
   workup.ADDITIONpoured onto H2O
3. 3
   Extractionextracted 3×EtOAc/THF
4. 4
   Lavagewashed twice with H2O
5. 5
   AutreThe organic phase was dried
6. 6
   Autreevaporated
7. 7
   FiltrationTrituration with Et2O followed by filtration

Mode opératoire

A mixture of resorcinol (20 g), ethyl benzoylacetate (23.8 mL) and O-phosphoric acid (130 mL) was heated at 85° C. (care!) for 1 hr. The solution was cooled, poured onto H2O, extracted 3×EtOAc/THF, washed twice with H2O, and then twice with brine. The organic phase was dried and evaporated. Trituration with Et2O followed by filtration afforded the title compound as a solid.

Source