Chlorotrimethylsilane → HCID 22918074, compound

HRID 1376940Notes

Reaction equation

HRID 1376940 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])([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[CH3:41][Si:42]([CH3:45])([CH3:44])Cl.C(=O)(O)[O-].[Na+]>CCCCCC.O1CCCC1>[CH2:19]([Si:3]([CH2:1][CH3:2])([Si:6]([CH2:9][CH3:10])([CH2:7][CH3:8])[Si:5]([CH2:13][CH3:14])([CH2:11][CH3:12])[Si:4]([CH2:15][CH3:16])([CH2:17][CH3:18])[Si:27]([C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[Si:42]([CH3:45])([CH3:44])[CH3:41])[CH3:20]

Participants

7

Reactant 4

HCID 6397ChlorotrimethylsilaneHCID 516892Sodium BicarbonateHCID 529608Cyclotetrasilane, octaethyl-HCID 178506965HCID 178506965, compound

Product 1

HCID 22918074HCID 22918074, compoundYield 41%

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 0.75 ml (0.15 mmol) of a tetrahydrofuran solution (0.20M) of triphenylsilyllithium, 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 42 mg (41% yield) of 2,2,3,3,4,4,5,5-octaethyl-1,1,1-trimethyl-6,6,6-triphenylhexasilane (4).

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-4368405b460f4b7e94a3be6ca2271b49
Source dataset
uspto-grants-1997_09
Patent number
US05663271

Reaction notes

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