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

HRID 1372546Notes

Reaction equation

HRID 1372546 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]([C:17]([CH3:20])([CH3:19])[CH3:18])[CH:14]=[C:13]([C:21]([CH3:24])([CH3:23])[CH3:22])[CH:12]=1)[C:7]([CH3:25])=[CH:6][CH:5]=2.[Li:26]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]([C:21]([CH3:22])([CH3:23])[CH3:24])[CH:14]=[C:15]([C:17]([CH3:20])([CH3:19])[CH3:18])[CH:16]=1)[C:7]([CH3:25])=[CH:6][CH:5]=2.[Li+:26]

Participants

4

Reactant 2

HCID 210719662,5-Dimethyl-4-(3,5-di-t-butylphenyl)indene2×HCID 178418339Butyllithium

Product 1

HCID 23714169Lithium[2,5-dimethyl-4-(3,5-di-t-butylphenyl)indenide]

Reagents, catalysts & solvents 1

HCID 8003PentaneSolvent

Procedure

2,5-Dimethyl-4-(3,5-di-t-butylphenyl)indene (3.4 g, 10 mmol), prepared as described above under (k), was dissolved in 200 ml of pentane. To the solution was added 4.1 ml of nBuLi (2.5 M in hexane), followed by stirring for four hours at room temperature. A white solid precipitated from solution and was collected by frit filtration and washed with additional pentane. Yield: 3.0 g (88%).

Workup

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

Sources & evidence

ORD record
ord-00d21bc3f7a249ff843b50e6b2d747fb
Source dataset
uspto-grants-2007_01
Patent number
US07157591B2

Reaction notes

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