2,5-Dimethyl-4-phenylindene → Lithium[2,5-dimethyl-4-phenylindenide]

HRID 1372539Notes

Reaction equation

HRID 1372539 reaction equation
[CH3:1][C:2]1[CH2:3][C:4]2[C:9]([CH:10]=1)=[C:8]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:7]([CH3:17])=[CH:6][CH:5]=2.[Li:18]CCCC>CCCCC>[CH3:1][C:2]1[CH-:3][C:4]2[C:9]([CH:10]=1)=[C:8]([C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)[C:7]([CH3:17])=[CH:6][CH:5]=2.[Li+:18]

Participants

4

Reactant 2

HCID 231154562,5-Dimethyl-4-phenylindene2×HCID 178418339Butyllithium

Product 1

HCID 23708018Lithium[2,5-dimethyl-4-phenylindenide]

Reagents, catalysts & solvents 1

HCID 8003PentaneSolvent

Procedure

2,5-Dimethyl-4-phenylindene (1.3 g, 5.9 mmol), prepared as described under (a) above, was dissolved in 100 ml of pentane. To this solution was added 2.4 ml of nBuLi (n-butyl lithium, 2.5 M in hexane) and the reaction was stirred five hours at room temperature. A yellow-white solid precipitated from solution and was collected by frit filtration and washed with additional pentane. Yield: 1.2 g (98%).

Workup

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

Sources & evidence

ORD record
ord-5cb586b16d81442f9dfa6ec8e61a549c
Source dataset
uspto-grants-2007_01
Patent number
US07157591B2

Reaction notes

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