Hexamethyldisilazane → Lithium Hexamethyldisilazide

HRID 1871861Notes

Reaction equation

HRID 1871861 reaction equation
[CH3:1][Si:2]([NH:5][Si:6]([CH3:9])([CH3:8])[CH3:7])([CH3:4])[CH3:3].C([Li:14])CCC>CCCCCC>[CH3:1][Si:2]([N-:5][Si:6]([CH3:9])([CH3:8])[CH3:7])([CH3:4])[CH3:3].[Li+:14]

Participants

4

Reactant 2

HCID 13838HexamethyldisilazaneHCID 178418339Butyllithium

Product 1

HCID 2733832Lithium Hexamethyldisilazide

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Under a nitrogen atmosphere, 9.93 g (94.4 mmols) of bis(trimethylsilyl)amine dried and purged with nitrogen and 100 ml of hexane dried and purged with nitrogen were placed in a 300-ml Schlenk flask sufficiently purged with nitrogen, and the resultant solution was then cooled on a dry ice-ethanol bath. Next, 57.5 ml of a 1.64 mol/l n-butyllithium (94.4 mmols) solution in hexane was added dropwise to this solution, followed by stirring at room temperature for 12 hours. The solvent was distilled off under reduced pressure to obtain lithiumbis(trimethylsilyl)amide in the state of a white solid.

Workup

  1. custompurged with nitrogen and 100 ml of hexane
  2. customdried
  3. custompurged with nitrogen
  4. customwere placed in a 300-ml Schlenk flask
  5. customsufficiently purged with nitrogen
  6. temperaturethe resultant solution was then cooled on a dry ice-ethanol bath
  7. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-a4a37642ad0d4e0b8a96a07de418cf81
Source dataset
uspto-grants-2000_08
Patent number
US06107232

Reaction notes

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