Hexane → Lithium, 1H-inden-1-yl-

HRID 1613841Notes

Reaction equation

HRID 1613841 reaction equation
[CH2:1]([Li:5])[CH2:2][CH2:3][CH3:4].[CH3:6][CH2:7][CH2:8][CH2:9][CH2:10]C>C(OCC)C>[CH-:1]1[C:10]2[C:4](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:3]=[CH:2]1.[Li+:5]

Participants

4

Reactant 2

HCID 8058HexaneHCID 178418339Butyllithium

Product 1

HCID 11116044Lithium, 1H-inden-1-yl-

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A 100 mL Schlenk flask is charged with diethyl ether, 50 mL, and n-butyllithium, 5.5 mL of a 2.78M solution in hexane (16 mmoles), while stirring magnetically and maintaining the temperature at or below -20° C. in a dry ice/acetone bath. Nitrogen degassed indene, 2.0 mL (16.8 mmole), is added to the chilled, stirred solution. The mixture is warmed to room temperature and stirred approximately 15 hours followed by refluxing for 1 hour. The reaction is assumed to be stoichiometric and complete based on titration data obtained from previous preparations of lithium indenide.

Workup

  1. temperaturemaintaining the temperature at or below -20° C. in a dry ice/acetone bath
  2. customNitrogen degassed indene, 2.0 mL (16.8 mmole)
  3. additionis added to the chilled
  4. stirringstirred solution
  5. stirringstirred approximately 15 hours
  6. temperatureby refluxing for 1 hour

Sources & evidence

ORD record
ord-ded0a078517a433d84a267ba678c8eb0
Source dataset
uspto-grants-1993_03
Patent number
US05194532

Reaction notes

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