Lithium, 1H-inden-1-yl- → N-tert-butyl-N-dimethylsilyl-1H-inden-1-amine
Reaction equation
[CH-:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[Li+].[CH3:11][SiH:12]([N:14](Cl)[C:15]([CH3:18])([CH3:17])[CH3:16])[CH3:13]>C1COCC1>[CH3:11][SiH:12]([N:14]([CH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1)[C:15]([CH3:18])([CH3:17])[CH3:16])[CH3:13]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Lithium indenide (1.73 g, 0.014 moles) in THF (50 mL) was added drop wise to a solution of dimethylsilyl(t-butylamino)chloride (3.53 g, 0.021 moles) in THF (75 mL). This mixture was allowed to stir for 6.5 hrs. And the volatile materials were removed. The residue was extracted and filtered using hexane. Removal of the hexane resulted in the isolation of the desired product as an oil (2.53 g, 74.3% yield).