Chlorotrimethylsilane → HCID 22918073, compound

HRID 1376938Notes

Reaction equation

HRID 1376938 reaction equation
[CH2:1]([Si:3]1([CH2:19][CH3:20])[Si:6]([CH2:9][CH3:10])([CH2:7][CH3:8])[Si:5]([CH2:13][CH3:14])([CH2:11][CH3:12])[Si:4]1([CH2:17][CH3:18])[CH2:15][CH3:16])[CH3:2].[C:21]1([Si:27]([Li])([CH3:29])[CH3:28])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[CH3:31][Si:32]([CH3:35])([CH3:34])Cl.C(=O)(O)[O-].[Na+]>CCCCCC.O1CCCC1>[CH2:17]([Si:4]([CH2:15][CH3:16])([Si:3]([CH2:19][CH3:20])([CH2:1][CH3:2])[Si:6]([CH2:7][CH3:8])([CH2:9][CH3:10])[Si:5]([CH2:11][CH3:12])([CH2:13][CH3:14])[Si:32]([CH3:35])([CH3:34])[CH3:31])[Si:27]([CH3:29])([CH3:28])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH3:18]

Participants

7

Reactant 4

HCID 6397ChlorotrimethylsilaneHCID 516892Sodium BicarbonateHCID 529608Cyclotetrasilane, octaethyl-HCID 178506967HCID 178506967, compound

Product 1

HCID 22918073HCID 22918073, compoundYield 47%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolvent2×HCID 8058HexaneSolvent

Conditions

Temperature
0 °C

Procedure

In an argon atmosphere, to a tetrahydrofuran solution (1 ml) of 52 mg (0.15 mmol) of octaethylcyclotetrasilane was added 0.56 ml (0.15 mmol) of a tetrahydrofuran solution (0.27M) of phenyldimethylsilyllithium, and stirred at 0° C. for 15 minutes. Trimethylchlorosilane in an amount of 108 mg (1.0 mmol) was added, and reacted at room temperature for 3 hours. Hexane (2 ml) and saturated aqueous sodium bicarbonate solution (2 ml) were added, stirred, the hexane layer was separated, and dried with magnesium sulfate. The resulting crude product was purified by a silica gel column chromatography (hexane) to give 39 mg (47% yield) of 2,2,3,3,4,4,5,5-octaethyl-1,1,6,6,6-pentamethyl-1-phenylhexasilane (2).

Workup

  1. customreacted at room temperature for 3 hours
  2. stirringstirred
  3. customthe hexane layer was separated
  4. dry with materialdried with magnesium sulfate
  5. customThe resulting crude product was purified by a silica gel column chromatography (hexane)

Sources & evidence

ORD record
ord-d6899ed64e374826a17eebbc9c44a5f4
Source dataset
uspto-grants-1997_09
Patent number
US05663271

Reaction notes

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