Hexane → Lithium Hexamethyldisilazide

HRID 1657881Notes

Reaction equation

HRID 1657881 reaction equation
CCCCCC.C([Li:11])CCC.[CH3:12][Si:13]([CH3:20])([CH3:19])[NH:14][Si:15]([CH3:18])([CH3:17])[CH3:16]>O1CCCC1>[CH3:12][Si:13]([N-:14][Si:15]([CH3:18])([CH3:17])[CH3:16])([CH3:20])[CH3:19].[Li+:11]

Participants

5

Reactant 3

HCID 8058HexaneHCID 13838HexamethyldisilazaneHCID 178418339Butyllithium

Product 1

HCID 2733832Lithium Hexamethyldisilazide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A flamed-out flask under a nitrogen atmosphere was charged with 125 ml of a hexane solution containing 0.25 mole of n-butyllithium. The flask was immersed in an ice bath and 42 g (0.26 mole) of hexamethyldisilazane was added dropwise over a 10 minute period. The ice bath was removed and stirring continued 10 additional minutes. The hexane was removed under reduced pressure with an oil pump to leave a white residual solid which was dissolved in 725 ml of tetrahydrofuran.

Workup

  1. customThe flask was immersed in an ice bath
  2. customThe ice bath was removed
  3. customThe hexane was removed under reduced pressure with an oil pump
  4. customto leave a white residual solid which

Sources & evidence

ORD record
ord-4c41d60eae5b4d5d8771f2aa6565e0c9
Source dataset
uspto-grants-1976_06
Patent number
US03962284

Reaction notes

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