2,5-Dimethyl-4-(3,5-dimethylphenyl)indene → Lithium[2,5-dimethyl-4-(3,5-dimethylphenyl)indenide]

HRID 1372542Notes

Reaction equation

HRID 1372542 reaction equation
[CH3:1][C:2]1[CH2:3][C:4]2[C:9]([CH:10]=1)=[C:8]([C:11]1[CH:16]=[C:15]([CH3:17])[CH:14]=[C:13]([CH3:18])[CH:12]=1)[C:7]([CH3:19])=[CH:6][CH:5]=2.[Li:20]CCCC>CCCCC>[CH3:1][C:2]1[CH-:3][C:4]2[C:9]([CH:10]=1)=[C:8]([C:11]1[CH:12]=[C:13]([CH3:18])[CH:14]=[C:15]([CH3:17])[CH:16]=1)[C:7]([CH3:19])=[CH:6][CH:5]=2.[Li+:20]

Participants

4

Reactant 2

HCID 231153062,5-Dimethyl-4-(3,5-dimethylphenyl)indene2×HCID 178418339Butyllithium

Product 1

HCID 23708019Lithium[2,5-dimethyl-4-(3,5-dimethylphenyl)indenide]

Reagents, catalysts & solvents 1

HCID 8003PentaneSolvent

Procedure

2,5-Dimethyl-4-(3,5-dimethylphenyl)indene (2.1 g, 8.4 mmol), prepared as described under (f) above, was dissolved in 60 ml of pentane. To this solution was added 3.4 ml of nBuLi (2.5 M in hexane) and the reaction was stirred for two hours at room temperature. A white solid precipitated from solution and was collected by frit filtration and washed with additional pentane. Yield: 1.6 g (74%).

Workup

  1. customA white solid precipitated from solution
  2. filtrationwas collected by frit filtration
  3. washwashed with additional pentane

Sources & evidence

ORD record
ord-c30dc50639ca426b9378ae7fbe2a2384
Source dataset
uspto-grants-2007_01
Patent number
US07157591B2

Reaction notes

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