Reaktion #4977

Reaktionsgleichung

Resorcinol

succinic anhydride

→

powder

Ausbeute 88.4%

9-(Carboxyethylidene)-3,6-dihydroxy-9H-xanthene

Ausbeute 88.4%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigepurged with nitrogen
2. 2
   workup.ADDITIONMethanesulfonic acid (150 mL) was added
3. 3
   workup.ADDITIONThe reaction mixture was added dropwise
4. 4
   workup.STIRRINGto rapidly stirred
5. 5
   Temperaturice-cooled water (1 L)
6. 6
   workup.ADDITIONwith simultaneous addition of 50% aqueous sodium hydroxide
7. 7
   Temperaturto maintain pH 2.5 +/0.5
8. 8
   Filtrationwas collected by filtration
9. 9
   Waschenrinsed with water (3×100 mL)
10. 10
    SonstigeThe product was air-dried
11. 11
    Sonstigethen vacuum-dried (vacuum oven) at 110° C. for 18 hours

Vorschrift

Resorcinol (33.0 g, 0.300 mol) and succinic anhydride (30.0 g, 0.300 mol) were placed in a round bottomed flask and purged with nitrogen. Methanesulfonic acid (150 mL) was added and the solution was stirred at 65° C. for 2 hours under an atmosphere of nitrogen. The reaction mixture was added dropwise to rapidly stirred, ice-cooled water (1 L) with simultaneous addition of 50% aqueous sodium hydroxide to maintain pH 2.5 +/0.5. The product which appeared as a granular precipitate was collected by filtration and rinsed with water (3×100 mL) then acetone (3×100 mL). The product was air-dried then vacuum-dried (vacuum oven) at 110° C. for 18 hours to afford a dark red powder (37.7 g, 88%).

Quelle