2,5-Dimethyl-4-(3,5-dimethylphenyl)indene → Lithium[2,5-dimethyl-4-(3,5-dimethylphenyl)indenide]
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
Product 1
Reagents, catalysts & solvents 1
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%).