t-Butylaminodimethylsilylchloride → HCID 10879811, compound

HRID 850122Notes

Reaction equation

HRID 850122 reaction equation
Cl[Si:2]([NH:5][C:6]([CH3:9])([CH3:8])[CH3:7])([CH3:4])[CH3:3].[Li].[CH3:11][C:12]1[CH-:13][C:14]2[C:19]([CH:20]=1)=[CH:18][CH:17]=[CH:16][CH:15]=2>C(OCC)C>[CH3:11][C:12]1[CH:13]([Si:2]([NH:5][C:6]([CH3:9])([CH3:8])[CH3:7])([CH3:4])[CH3:3])[C:14]2[C:19]([CH:20]=1)=[CH:18][CH:17]=[CH:16][CH:15]=2

Participants

4

Reactant 2

HCID 11205972t-ButylaminodimethylsilylchlorideHCID 178421913HCID 178421913, compound

Product 1

HCID 10879811HCID 10879811, compoundYield 67.5%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Chloro(t-butylamino)dimethylsilane (9.57 g, 0.058 moles) was stirred in diethylether (150 mL) at 0° C. as lithium-2-methylindenide (7.68 g, 0.058 moles) was added as a solid over a 15 minute period of time. The mixture was then 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 volatiles resulted in the isolation of the desired product as a pale yellow oil (9.99 g, 67.5 percent).

Workup

  1. additionwas added as a solid over a 15 minute period of time
  2. customAfter the reaction period the volatiles
  3. customwere removed
  4. extractionthe residue extracted
  5. filtrationfiltered
  6. customRemoval of the volatiles

Sources & evidence

ORD record
ord-bf0beefefc414e68a591cc35711d31e4
Source dataset
uspto-grants-2000_01
Patent number
US06015868

Reaction notes

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