Reaktion #748948

Reaktionsgleichung

sodium hydrogen carbonate

sodium carbonate

n-butyllithium

(2-allyloxy-3-tert-butyl-5-methyl phenyl)chloromethylphenylsilane

2,7-di-tert-butylfluorene

→

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

Lösungsmittel

toluene

hexane

toluene

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenTo the solution, 8.19 mL of a 1.54 M-concentration hexane solution of n-butyllithium
2. 2
   workup.ADDITIONwas added slowly
3. 3
   TemperaturThe mixture was cooled down to −78° C.
4. 4
   workup.STIRRINGthe mixture was stirred for 3.5 hours
5. 5
   Sonstigeobtaining a reaction solution
6. 6
   workup.ADDITIONwas added to the reaction solution at 0° C
7. 7
   Sonstigethe mixture was separated to the toluene solution
8. 8
   TrocknenThe toluene solution was dried over sodium sulfate
9. 9
   Filtrationthe mixture was filtered
10. 10
    EinengenThe obtained filtrate was concentrated under a reduced pressure

Vorschrift

There was dissolved 3.51 g (12.61 mmol) of 2,7-di-tert-butylfluorene in 79 mL of THF, and the obtained solution was cooled down to −78° C. To the solution, 8.19 mL of a 1.54 M-concentration hexane solution of n-butyllithium was added slowly, 8.19 mL of said hexane solution containing 12.61 mmol of n-butyllithium. Temperature of the resultant mixture was raised up to a room temperature, and the mixture was stirred for 3 hours at a room temperature. The mixture was cooled down to −78° C., and a solution of 4.53 g (12.61 mmol) of (2-allyloxy-3-tert-butyl-5-methyl phenyl)chloromethylphenylsilane in 16 mL of toluene was added to the mixture. Temperature of the resultant mixture was raised up to a room temperature, and the mixture was stirred for 3.5 hours, thereby obtaining a reaction solution. A mixture of 35 mL of a 10% aqueous solution of sodium hydrogen carbonate and 35 mL of a 10% aqueous solution of sodium carbonate was added to the reaction solution at 0° C. To the obtained mixture, 41 mL of toluene was added, and the mixture was separated to the toluene solution and the aqueous solution. The toluene solution was dried over sodium sulfate, and the mixture was filtered. The obtained filtrate was concentrated under a reduced pressure, thereby obtaining quantitatively (2-allyloxy-3-tert-butyl-5-methylphenyl)(2,7-di-tert-butyl fluoren-9-yl)methylphenylsilane.

Quelle