Dichlorodimethylsilane → 9,10-Bis(chlorodimethylsilyl)anthracene

HRID 49746

Reaction equation

HRID 49746 reaction equation
[Li][C:2]1[C:3]2[C:8]([C:9]([Li])=[C:10]3[C:15]=1[CH:14]=[CH:13][CH:12]=[CH:11]3)=[CH:7][CH:6]=[CH:5][CH:4]=2.Cl[Si:18]([Cl:21])([CH3:20])[CH3:19]>C(OCC)C>[Cl:21][Si:18]([CH3:20])([CH3:19])[C:2]1[C:3]2[C:8]([C:9]([Si:18]([Cl:21])([CH3:20])[CH3:19])=[C:10]3[C:15]=1[CH:14]=[CH:13][CH:12]=[CH:11]3)=[CH:7][CH:6]=[CH:5][CH:4]=2

Participants

4

Reactant 2

HCID 6398DichlorodimethylsilaneHCID 178506633HCID 178506633, compound

Product 1

HCID 227415949,10-Bis(chlorodimethylsilyl)anthraceneYield 13%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The obtained solution of 9,10-dilithioanthracene was dropped into a solution prepared from 61.4 g (0.476 mol) of dichlorodimethylsilane and 40 ml of dried diethyl ether as a solvent, in a 1L-volume flask for 2 hours using a separating funnel. After the solution was stirred for 44 hours at room temperature and salt yielded by reaction was removed by means of filtration, the remaining filtrate was concentrated to remove the solvent of the filtrate using an evaporator. The residue was recrystallized in n-pentane to obtain 5.6 g (yield: 13%) of yellow 9,10-bis(chlorodimethylsilyl)anthracene.

Workup

  1. customsalt yielded by reaction
  2. customwas removed by means of filtration
  3. concentrationthe remaining filtrate was concentrated
  4. customto remove the solvent of the filtrate
  5. customan evaporator
  6. customThe residue was recrystallized in n-pentane

Sources & evidence

ORD record
ord-1b1bc7f1794f48499d07ff8fe9b3ca90
Source dataset
uspto-grants-2004_03
Patent number
US06709772B2

Linked notes

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