9,9-Dichloro-9-silafluorene → 4-(3',5'-Bis-[t-butyl]phenyl)2-isopropylindene

HRID 842498Notes

Reaction equation

HRID 842498 reaction equation
Cl[Si]1(Cl)C2C=CC=CC=2C2C1=CC=CC=2.[C:16]([C:20]1[CH:21]=[C:22]([C:30]2[CH:38]=[CH:37][CH:36]=[C:35]3[C:31]=2[CH:32]=[C:33]([CH:39]([CH3:41])[CH3:40])[CH2:34]3)[CH:23]=[C:24]([C:26]([CH3:29])([CH3:28])[CH3:27])[CH:25]=1)([CH3:19])([CH3:18])[CH3:17].[Li]>C1COCC1>[C:16]([C:20]1[CH:21]=[C:22]([C:30]2[CH:38]=[CH:37][CH:36]=[C:35]3[C:31]=2[CH:32]=[C:33]([CH:39]([CH3:41])[CH3:40])[CH2:34]3)[CH:23]=[C:24]([C:26]([CH3:29])([CH3:28])[CH3:27])[CH:25]=1)([CH3:17])([CH3:18])[CH3:19]

Participants

4

Reactant 2

HCID 6195839,9-Dichloro-9-silafluoreneHCID 69683378Lithium 4-(3',5'-di-t-butylphenyl)-2-isopropylindene

Product 1

HCID 220230714-(3',5'-Bis-[t-butyl]phenyl)2-isopropylindene

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

9,9-Dichloro-9-silafluorene (1.1 g, 8.5 mmol) was dissolved in 80 mL of THF. To this solution was slowly added lithium 4-(3′,5′-di-t-butylphenyl)-2-isopropylindene (3.0 g, 8.5 mmol) as a dry powder and the solution was stirred overnight. After this time, the solvent was removed in vacuo and the residue was the solvent was removed in vacuo and used as a crude product (3.9 g) for the next step.

Workup

  1. customAfter this time, the solvent was removed in vacuo
  2. customwas removed in vacuo

Sources & evidence

ORD record
ord-c30ff128d42c49ca8f25ae4aabb4bf82
Source dataset
uspto-grants-2002_04
Patent number
US06376408B1

Reaction notes

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