1-(bromomethyl)-N-(1,1-dimethylethyl)-1,1-dimethylsilanamine → 1-Tertbutylamino-2-(1-indenyl)-1,1-dimethylsilaethane
Reaction equation
[CH:1]1([Li])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.Br[CH2:12][Si:13]([NH:16][C:17]([CH3:20])([CH3:19])[CH3:18])([CH3:15])[CH3:14]>O1CCCC1>[C:17]([NH:16][Si:13]([CH3:15])([CH3:14])[CH2:12][CH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1)([CH3:20])([CH3:19])[CH3:18]Participants
4
Procedure
A 20 g (182 mmol) solution of indenyl lithium in tetrahydrofurane was added to a solution of 41 g (182 mmol) of 2-bromo-1-tertbutylamino-1,1-dimethylsilaethane at 0° C. After the reaction was concentrated to dryness and the residue was extracted with hexane. Finally, the solution in hexane was concentrated to the obtainment of an orange oil: 13.5 g (52 mmol, yield: 29%). 1H-NMR (CDCl3): 7.50(m,1H), 7.39(m,1H), 7.35(m,1H), 7.23(m,1H), 6.17(m,1H), 3.42(m,2H), 2.17(m,2H), 1.22(m,9H), 0.20(m,6H).