ChemicalBook CAS DataBase List PHENYLTRIMETHYLSILANE

PHENYLTRIMETHYLSILANE synthesis

12synthesis methods

Product Name:PHENYLTRIMETHYLSILANE
CAS Number:768-32-1
Molecular formula:C9H14Si
Molecular Weight:150.29

16029-98-4
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$28.00/5g

24388-23-6 Synthesis

(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZENE

24388-23-6
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$6.00/5g

768-32-1
154 suppliers
$10.00/500mg

Yield:768-32-1 91%

Reaction Conditions:

Stage #1:2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole with bis(tricyclohexylphosphine)nickel(II) dichloride;triethylaluminum;triethylamine in hexane;toluene;1,3,5-trimethyl-benzene at 90; for 0.5 h;
Stage #2:trimethylsilyl iodide in hexane;toluene;1,3,5-trimethyl-benzene at 90; for 24 h;Reagent/catalyst;

Steps:

1-2 Example 2
J. In a test tube with a Young valve, 14 mg (0.020 mmol) of NiCl 2 (PCy 3) 2 were added.50 μL (0.050 mmol) of 1 M triethylaluminum hexane solution and 2 mL (0.5 M) of tolueneAnd stirred at room temperature for 5 minutes to obtain a catalyst solution. Then, 224.5 mg (1.10 mmol) of phenylboronic acid pinacol ester was added to the obtained catalyst solution.280 μL (2.0 mmol) of triethylamine,And 70 μL of mesitylene (0.50 mmol: internal standard)Was added and stirred at 90 ° C. for 30 minutes to obtain a mixed solution.After allowing the mixture to cool, 138 μL (1.0 mmol) of trimethyliodosilane was added to the mixture.And reacted at 90 ° C. for 24 hours. As a result, trimethylphenylsilane was obtained at a yield of 91%.The obtained trimethylphenylsilane was measured under the same measurement conditions as in Example 1.1H-NMR measurement and 29Si-NMR measurement were performed, and the same measurement result as that of trimethylphenylsilane obtained in Example 1 was obtained.

References:

National Institute of Advanced Industrial Science and Technology;Wakebe, Teruo;Nakajima, Yumiko;Sato, Kazuhiko JP2020/7227, 2020, A Location in patent:Paragraph 0052-0054

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108-86-1 Synthesis