t-Butylaminodimethylsilylchloride → HCID 12149469, compound

Participants

Reaction Steps

2,3-Dihydro-2-(1H-inden-3-yl)-1H-isoindole lithium salt (1.64 g, 6.86 mmol) was dissolved in 10 mL of THF and this solution was added dropwise to N-(tert-butyl)-N-(1-chloro-1,1-dimethylsilyl)amine reagent (1.47 g, 8.91 mmol, 1.3 eq) in 40 mL of THF. The reaction was allowed to stir for several hours, and THF and excess electrophile were removed under reduced pressure. The crude oil was extracted into hexane and filtered through a medium porosity frit. Solvent was removed under reduced pressure to give the desired product as an emerald green oil (2.40 g, 6.79 mmol, 96.5 percent).

Provenance & Evidence