反応 #11278

反応方程式

HCl

9,9-dioctylfluorene

n-butyl lithium

dry-ice

→

required acid

9,9-Dioctyl-9H-fluorene-2-carboxylic Acid

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   その他Into a flask fitted with a nitrogen inlet
2. 2
   workup.ADDITIONrubber septum were introduced 2-bromo
3. 3
   workup.ADDITIONthe reaction mixture was poured
4. 4
   workup.WAITleft
5. 5
   workup.WAITto stand overnight
6. 6
   抽出extracted with chloroform
7. 7
   抽出The chloroform extract
8. 8
   洗浄was washed with water
9. 9
   乾燥dried over magnesium sulfate
10. 10
    濃縮concentrated

実験手順

Into a flask fitted with a nitrogen inlet and rubber septum were introduced 2-bromo,-9,9-dioctylfluorene (34.18 g, 72.8 mmole) and dry tetrahydrofuran (300 mL). The solution was cooled to −60° C. and n-butyl lithium (29.1 mL, 2.5M in hexanes, 72.8 mmole) added via a syringe. The reaction mixture was observed to turn red. After stirring for 1 hour at −60° C., the reaction mixture was poured onto powdered dry-ice and left to stand overnight. The mixture was acidified with 1M HCl and extracted with chloroform. The chloroform extract was washed with water, dried over magnesium sulfate and concentrated to give the required acid as an oil.

出典