Chlorotrimethylsilane → HCID 22918080, compound

HRID 1376939Notes

Reaction equation

HRID 1376939 reaction equation
[C:1]1([Si:7]2([C:47]3[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=3)[Si:10]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[Si:9]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[Si:8]2([C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)[C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:53]1([Si:59]([Li])([CH3:61])[CH3:60])[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=1.[CH3:63][Si:64]([CH3:67])([CH3:66])Cl.C(=O)(O)[O-].[Na+]>CCCCCC.O1CCCC1>[CH3:60][Si:59]([CH3:61])([C:53]1[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=1)[Si:9]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)([C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1)[Si:8]([C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1)([C:41]1[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=1)[Si:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)([C:47]1[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1)[Si:10]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)([C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)[Si:64]([CH3:67])([CH3:66])[CH3:63]

Participants

7

Reactant 4

HCID 6397ChlorotrimethylsilaneHCID 70595Cyclotetrasilane, octaphenyl-HCID 516892Sodium BicarbonateHCID 178506967HCID 178506967, compound

Product 1

HCID 22918080HCID 22918080, compoundYield 32%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolvent2×HCID 8058HexaneSolvent

Conditions

Temperature
0 °C

Procedure

In an argon atmosphere, to a tetrahydrofuran solution (9 ml) of 109 mg (0.15 mmol) of octaphenylcyclotetrasilane 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 45 mg (32% yield) of 1,1,6,6,6-pentamethyl-1,2,2,3,3,4,4,5,5-nonaphenylhexasilane (3).

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-83e66fac879549a89e5d75e5231e22b6
Source dataset
uspto-grants-1997_09
Patent number
US05663271

Reaction notes

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