4-(3,5-Dimethylphenyl)-2-isopropylindene → Lithium 4-(3,5-dimethylphenyl)-2-isopropylindenide

HRID 2417360Notes

Reaction equation

HRID 2417360 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:17]=[CH:16][CH:15]=[C:14]3[C:10]=2[CH:11]=[C:12]([CH:18]([CH3:20])[CH3:19])[CH2:13]3)[CH:5]=[C:6]([CH3:8])[CH:7]=1.[Li:21]CCCC>CCCCC>[CH3:8][C:6]1[CH:5]=[C:4]([C:9]2[CH:17]=[CH:16][CH:15]=[C:14]3[C:10]=2[CH:11]=[C:12]([CH:18]([CH3:20])[CH3:19])[CH-:13]3)[CH:3]=[C:2]([CH3:1])[CH:7]=1.[Li+:21]

Participants

4

Reactant 2

HCID 220230144-(3,5-Dimethylphenyl)-2-isopropylindeneHCID 178418339Butyllithium

Product 1

HCID 22023013Lithium 4-(3,5-dimethylphenyl)-2-isopropylindenide

Reagents, catalysts & solvents 1

HCID 8003PentaneSolvent

Procedure

4-(3′,5′-dimethylphenyl)-2-isopropylindene (5.5 g, 21 mmol) was dissolved in 80 mL of pentane. To this solution was added 8.3 mL of n-BuLi (2.5M in hexane) and the reaction was allowed to stir 4 hours at room temperature. A white solid precipitated from solution and was collected by frit filtration and washed with additional pentane. Yield was 3.3 g (60%).

Workup

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

Sources & evidence

ORD record
ord-7079b87add0545758c2b78158d53ce11
Source dataset
uspto-grants-2004_11
Patent number
US06825372B2

Reaction notes

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