Dichlorodimethylsilane → 1-chloro-N-cyclohexyl-1,1-dimethylsilanamine

HRID 1387656Notes

Reaction equation

HRID 1387656 reaction equation
[Cl:1][Si:2](Cl)([CH3:4])[CH3:3].[CH:6]1([NH-:12])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1.[Li+].CCCCCC>C1COCC1>[Cl:1][Si:2]([CH3:4])([CH3:3])[NH:12][CH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1

Participants

5

Reactant 3

HCID 6398DichlorodimethylsilaneHCID 8058HexaneHCID 11815301Lithium cyclohexylamide

Product 1

HCID 125364281-chloro-N-cyclohexyl-1,1-dimethylsilanamineYield 84%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In the drybox in a 250 mL flask 60.0 mL (490.89 mmol) of dichlorodimethylsilane was stirred in about 80 mL of THF. To this stirring solution 6.00 g (57.08 mmol) of lithium cyclohexylamide was added as a solid slowly and stirred overnight. The THF was removed under vacuum leaving a cloudy solution. Hexane was added to this mixture and the solids were filtered off and washed with hexane. The hexane was then removed from the filtrate under vacuum leaving a clear light yellow product weighing 9.18 g. Yield 84 percent.

Workup

  1. customThe THF was removed under vacuum
  2. customleaving a cloudy solution
  3. filtrationthe solids were filtered off
  4. washwashed with hexane
  5. customThe hexane was then removed from the filtrate under vacuum
  6. customleaving a clear light yellow product

Sources & evidence

ORD record
ord-337fbac97c244d7aa63220a18b34e67a
Source dataset
uspto-grants-2001_07
Patent number
US06268444B1

Reaction notes

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