Dimethylsilyl(t-butylamino)chloride → (2-Propylindenyl)(t-butylamino)dimethylsilane

HRID 850127Notes

Reaction equation

HRID 850127 reaction equation
[CH3:1][SiH:2]([N:4](Cl)[C:5]([CH3:8])([CH3:7])[CH3:6])[CH3:3].[Li].[CH2:11]([C:14]1[CH-:15][C:16]2[C:21]([CH:22]=1)=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:12][CH3:13]>C1COCC1>[CH2:11]([C:14]1[CH:15]([Si:2]([NH:4][C:5]([CH3:8])([CH3:7])[CH3:6])([CH3:3])[CH3:1])[C:16]2[C:21]([CH:22]=1)=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:12][CH3:13]

Participants

4

Reactant 2

HCID 123286153Dimethylsilyl(t-butylamino)chlorideHCID 178438379HCID 178438379, compound

Product 1

HCID 17880978(2-Propylindenyl)(t-butylamino)dimethylsilaneYield 90.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Dimethylsilyl(t-butylamino)chloride (3.03 g, 0.018 moles) was stirred in THF (100 mL) as lithium-2-propylindenide (3.00 g, 0.018 moles) in THF (20 mL) was added dropwise. This mixture was allowed to stir for 16 hours at room temperature. After the reaction period the volatiles were removed and the residue extracted and filtered using hexane. Removal of the hexane resulted in the isolation of the desired product as a yellow oil (4.67 g, 89.0 percent). This compound was used without further purification or analysis.

Workup

  1. additionwas added dropwise
  2. customAfter the reaction period the volatiles
  3. customwere removed
  4. extractionthe residue extracted
  5. filtrationfiltered
  6. customRemoval of the hexane

Sources & evidence

ORD record
ord-cf0a13126bd148f1ae632f557c8b386d
Source dataset
uspto-grants-2000_01
Patent number
US06015868

Reaction notes

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