1,2,3,4-Tetramethylcyclopentadiene → Lithium tetramethylcyclopentadienide

HRID 1644164Notes

Reaction equation

HRID 1644164 reaction equation
C([Li:5])CCC.[CH3:6][C:7]1[CH2:11][C:10]([CH3:12])=[C:9]([CH3:13])[C:8]=1[CH3:14]>C1COCC1>[CH3:6][C:7]1[CH:11]([Li:5])[C:10]([CH3:12])=[C:9]([CH3:13])[C:8]=1[CH3:14]

Participants

4

Reactant 2

HCID 1381631,2,3,4-TetramethylcyclopentadieneHCID 178418339Butyllithium

Product 1

HCID 178506838Lithium tetramethylcyclopentadienideYield 76%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Meanwhile, n-butyl lithium (26 ml, 0.042 mol) was slowly added to a solution of 1,2,3,4-tetramethylcyclopentadiene (5 g, 0.041 mol) in 100 ml of THF at −78° C. and the mixture was stirred for 2 hours. Then, the solvent was removed and the resultant product was washed with hexane and dried to obtain tetramethylcyclopentadienyl lithium (yield 76%).

Workup

  1. customThen, the solvent was removed
  2. washthe resultant product was washed with hexane
  3. customdried

Sources & evidence

ORD record
ord-b867024c64304d7e93f90a38d821fda7
Source dataset
uspto-grants-2012_02
Patent number
US08124557B2

Reaction notes

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