反応 #338898

反応方程式

Eaton's reagent

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

benzoic acid

→

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

収率 81.0%

溶媒

water

反応条件

後処理

1. 1
   workup.ADDITIONwere charged
2. 2
   その他After reaction solution
3. 3
   その他reached room temperature
4. 4
   その他An aqueous layer was separated
5. 5
   その他removed
6. 6
   その他Then, solvent was removed from the reaction solution under reduced pressure
7. 7
   その他Solid thus obtained
8. 8
   その他was purified by column chromatography

実験手順

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%).

出典