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

HRID 842491Notes

Reaction equation

HRID 842491 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])[CH-:13]3)[CH:5]=[C:6]([CH3:8])[CH:7]=1.[Li+]>C1COCC1>[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])[CH2:13]3)[CH:3]=[C:2]([CH3:1])[CH:7]=1

Participants

3

Reactant 1

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

Product 1

HCID 220230144-(3,5-Dimethylphenyl)-2-isopropylindeneYield 72.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

SiMe2 Cl2(0.69 g, 5.4 mmol) was dissolved in 80 mL of THF. While stirring, lithium 4-(3′,5′-dimethylphenyl)-2-isopropylindenide (2.9 g, 11 mmol) was added as a dry powder and the contents allowed to stir overnight at room temperature. The solvent was removed in vacuo and the residue was taken up in pentane and filtered to removed LiCl salts. The pentane was removed in vacuo to yield a flaky white solid (2.1 g, 67%)

Workup

  1. stirringto stir overnight at room temperature
  2. customThe solvent was removed in vacuo
  3. filtrationfiltered
  4. customto removed LiCl salts
  5. customThe pentane was removed in vacuo

Sources & evidence

ORD record
ord-267c4179875741899b8b68ed891b0463
Source dataset
uspto-grants-2002_04
Patent number
US06376412B1

Reaction notes

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