(3-Trimethylsiloxypropyl)-cyclopentadiene → Lithium (3-trimethylsiloxy-propyl)-cyclopentadienide

HRID 1348539Notes

Reaction equation

HRID 1348539 reaction equation
[CH3:1][Si:2]([CH3:13])([CH3:12])[O:3][CH2:4][CH2:5][CH2:6][C:7]1[CH2:11][CH:10]=[CH:9][CH:8]=1.C([Li:18])CCC>CCOCC.CCCCCC>[CH3:13][Si:2]([CH3:1])([CH3:12])[O:3][CH2:4][CH2:5][CH2:6][C-:7]1[CH:11]=[CH:10][CH:9]=[CH:8]1.[Li+:18]

Participants

5

Reactant 2

HCID 23303768(3-Trimethylsiloxypropyl)-cyclopentadieneHCID 178418339Butyllithium

Product 1

HCID 86199140Lithium (3-trimethylsiloxy-propyl)-cyclopentadienideYield 85%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8058HexaneSolvent

Procedure

To a solution of 2.62 g (13.4 mmol) of (3-trimethylsiloxypropyl)-cyclopentadiene in ether, 5.36 ml of a 2.5 M (13.4 mmol) butyl lithium solution in hexane is added at −78° C. The immediate formation of a white solid is observed. The reaction is maintained under stirring for 2 hours; then, the white suspension is brought to dryness, the resulting solid is washed twice with hexane and a powdery white solid is obtained. (2.3 g, 11.4 mmol. Yield: 85%).

Workup

  1. temperatureThe reaction is maintained
  2. washthe resulting solid is washed twice with hexane
  3. customa powdery white solid is obtained

Sources & evidence

ORD record
ord-39eb1220a7d64961a133b352c734f7f1
Source dataset
uspto-grants-2007_05
Patent number
US07211538B2

Reaction notes

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