Reaktion #748946

Reaktionsgleichung

potassium hydride

2,7-di-tert-butylfluorene

sodium hydrogen carbonate

sodium carbonate

(2-allyloxy-3-tert-butyl-5-methylphenyl)chlorodiethylsilane

potassium hydride

→

(2-allyloxy-3-tert-butyl-5-methylphenyl)(2,7-di-tert-butyl fluoren-9-yl)diethylsilane

Lösungsmittel

THF

THF

hexane

THF

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   SonstigeThe temperature of the obtained liquid reaction mixture
3. 3
   Temperaturwas raised up to a room temperature
4. 4
   workup.STIRRINGthe mixture was stirred for 2.5 hours
5. 5
   Extraktionthe resultant mixture was extracted with 20 mL of toluene
6. 6
   ExtraktionThe obtained extract
7. 7
   Trocknenwas dried over sodium sulfate
8. 8
   workup.DISTILLATIONthe solvent contained therein was distilled away under a reduced pressure

Vorschrift

There was washed 3.00 g (22.45 mmol) of potassium hydride having a purity of 30% by weight with each 6 mL of hexane three times in an atmosphere of nitrogen, and 37 mL of THF was added thereto. To the obtained THF slurry of potassium hydride, 5.00 g (17.96 mml) of 2,7-di-tert-butylfluorene was added dropwise at 0° C. using 32 mL of a THF solution thereof. The obtained mixture was stirred for 2.5 hours at a room temperature, and then 5.84 g (17.96 mmol) of (2-allyloxy-3-tert-butyl-5-methylphenyl)chlorodiethylsilane was added dropwise at −78° C. using 7 mL of a toluene solution thereof. The temperature of the obtained liquid reaction mixture was raised up to a room temperature, and the mixture was stirred for 2.5 hours. The mixture was added dropwise at 0° C. to a mixture of 32 mL of a 10% aqueous solution of sodium hydrogen carbonate and 32 mL of a 10% aqueous solution of sodium carbonate, and the resultant mixture was extracted with 20 mL of toluene. The obtained extract was dried over sodium sulfate, and the solvent contained therein was distilled away under a reduced pressure, thereby obtaining quantitatively (2-allyloxy-3-tert-butyl-5-methylphenyl)(2,7-di-tert-butyl fluoren-9-yl)diethylsilane.

Quelle