Chlorodimethylphenylsilane → HCID 22918068, compound

HRID 1376937Notes

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.[C:31]1([Si:37]([CH3:40])([CH3:39])Cl)[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.C(=O)(O)[O-].[Na+]>CCCCCC.O1CCCC1>[CH2:9]([Si:6]([CH2:7][CH3:8])([Si:3]([CH2:1][CH3:2])([CH2:19][CH3:20])[Si:4]([CH2:15][CH3:16])([CH2:17][CH3:18])[Si:5]([CH2:13][CH3:14])([CH2:11][CH3:12])[Si:37]([CH3:40])([CH3:39])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[Si:27]([CH3:29])([CH3:28])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH3:10]

Participants

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. Phenyldimethylchlorosilane in an amount of 26 mg (0.15 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 (46% yield) of 2,2,3,3,4,4,5,5-octaethyl-1,1,6,6-tetramethyl-1,6-diphenylhexasilane (1).

Workup

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

Sources & evidence

ORD record: ord-acea2981c3f642e7a728682f2c9828d4
Source dataset: uspto-grants-1997_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05663271

Reaction notes

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