Butane → Lithium (2-trimethylsiloxy-ethyl)-cyclopentadienide

HRID 1348535Notes

Reaction equation

HRID 1348535 reaction equation
[CH3:1][Si:2]([CH3:12])([CH3:11])[O:3][CH2:4][CH2:5][C:6]1[CH2:10][CH:9]=[CH:8][CH:7]=1.C([Li:17])CCC.CCCCCC.CCCC>CCOCC>[CH3:11][Si:2]([CH3:1])([CH3:12])[O:3][CH2:4][CH2:5][C-:6]1[CH:10]=[CH:9][CH:8]=[CH:7]1.[Li+:17]

Participants

6

Reactant 4

HCID 7843ButaneHCID 8058HexaneHCID 23303830(2-Trimethylsiloxy-ethyl)-cyclopentadieneHCID 178418339Butyllithium

Product 1

HCID 86199136Lithium (2-trimethylsiloxy-ethyl)-cyclopentadienideYield 82%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To 7.33 g of (2-trimethylsiloxy-ethyl)-cyclopentadiene in ether, 16 ml of a 2.5 M butyllithium solution in hexane (40 mmol) is added. The addition is realised at −78° C. The immediate formation of a white solid and butane evolution are observed. It is maintained reacting for 3 hours. Then it is dried; the resulting solid washed with hexane, leaving a powdery white solid. (6.19 g, 33 mmol, Yield: 82%).

Workup

  1. additionThe addition
  2. customis realised at −78° C
  3. temperatureIt is maintained
  4. customThen it is dried
  5. washthe resulting solid washed with hexane
  6. customleaving a powdery white solid

Sources & evidence

ORD record
ord-ea8c12fb02ce482a91eeade7d48ee1e0
Source dataset
uspto-grants-2007_05
Patent number
US07211538B2

Reaction notes

Loading…