Reaction #1076045

Reaction equation

sodium cyclopentadienide

2-bromo-1-tertbutylamino-1,1-dimethylsilaethane

→

1-tertbutylamino-2-cyclopentadienyl-1,1-dimethylsilaethane

Yield 80.0%

Solvents

tetrahydrofurane

Conditions

Workup

1. 1
   Concentrationit was concentrated to dryness and it
2. 2
   Extractionwas extracted with hexane
3. 3
   Otherthe resulting solution was evaporated in order
4. 4
   Otherto give a yellow oil
5. 5
   workup.ADDITIONthat corresponds to a mixture of isomers (12.5 g, 60 mmol, yield: 80%)

Procedure

32.7 ml of a 2.3 M solution (75 mmol) of sodium cyclopentadienide in tetrahydrofurane was added to a solution of 11.4 g (51 mmol) of 2-bromo-1-tertbutylamino-1,1-dimethylsilaethane. The immediate formation of a pinkish solid was observed, the reaction was continued for 8 hours, then it was concentrated to dryness and it was extracted with hexane, the resulting solution was evaporated in order to give a yellow oil, that corresponds to a mixture of isomers (12.5 g, 60 mmol, yield: 80%). 1H-NMR (CDCl3): 6.5-5.75(m,3H), 2.95(m,2H), 1.90(m,2H), 1.20(s,9H), 0.10(s,6H).

Source