반응 #11278

반응 방정식

HCl

9,9-dioctylfluorene

n-butyl lithium

dry-ice

→

required acid

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

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   기타Into 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
   추출extracted with chloroform
7. 7
   추출The chloroform extract
8. 8
   세척was washed with water
9. 9
   건조dried over magnesium sulfate
10. 10
    농축concentrated

실험 절차

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.

출처