Reaktion #338898

Reaktionsgleichung

Eaton's reagent

2,7-di(1-adamantyl)-fluorenone

benzoic acid

→

2,7-di(1-adamantyl)-fluorene-9,9-bisbenzoic acid

Ausbeute 81.0%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwere charged
2. 2
   SonstigeAfter reaction solution
3. 3
   Sonstigereached room temperature
4. 4
   SonstigeAn aqueous layer was separated
5. 5
   Sonstigeremoved
6. 6
   SonstigeThen, solvent was removed from the reaction solution under reduced pressure
7. 7
   SonstigeSolid thus obtained
8. 8
   Sonstigewas purified by column chromatography

Vorschrift

In a 500 mL recovery flask, 44.9 g of 2,7-di(1-adamantyl)-fluorenone obtained in the same manner as in Synthesis example 7 (100 mmol), 36.6 g of benzoic acid (300 mmol), 203 mL of Eaton's reagent (7.7 wt % methanesulfonic acid solution of diphosphorus pentoxide) and a stirrer were charged and agitated at 150° C. for 12 hours under a nitrogen atmosphere. After reaction solution reached room temperature, mL of ion-exchange water was added slowly. An aqueous layer was separated and removed therefrom. Then, solvent was removed from the reaction solution under reduced pressure. Solid thus obtained was purified by column chromatography, thus obtaining 54.7 g of 2,7-di(1-adamantyl)-fluorene-9,9-bisbenzoic acid (81 mmol; yield: 81%).

Quelle