ChemicalBook CAS DataBase List TRIBUTYLSTANNYLTRIMETHYLSILANE

TRIBUTYLSTANNYLTRIMETHYLSILANE synthesis

5synthesis methods

Product Name:TRIBUTYLSTANNYLTRIMETHYLSILANE
CAS Number:17955-46-3
Molecular formula:C15H36SiSn
Molecular Weight:363.24

By treating freshly distilled tri-n-butylstannane with LDA followed by quenching with chlorotrimethylsilane.

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Yield: 92%

Reaction Conditions:

Stage #1:bis(tri-n-butyltin) with naphthalene;lithium in tetrahydrofuran at 20; for 3 h;Inert atmosphere;
Stage #2:chloro-trimethyl-silane in tetrahydrofuran at 0 - 20;Schlenk technique;Inert atmosphere;

Steps:

3.2.3. Synthesis of Trimethyl(tributylstannyl)silane (2)
To a solution of naphthalene (51.3 mg, 0.4 mmol) in THF (16 mL), was added lithium clippings(84 mg, 12 mmol) under an argon atmosphere. During the resulting mixture was stirred at room temperature for 1 h, the color turned to dark green. Then, hexabutylditin (2.02 mL, 4 mmol) was added dropwise and the mixture was stirred at room temperature for 3 h. The resulting solution(16 mL) was transferred via cannula to a Schlenk tube under Ar and then stored at room temperature.A THF solution prepared as described above was added via a cannula into the stirred solution of chlorotrimethylsilane (951 mg, 8.8 mmol) in THF at 0 °C. The reaction was stirred at room temperature overnight followed by extraction with hexane. The organic phase was washed with brine and dried over Na2SO4. Removal of the solvent and purification by bulb-to-bulb distillation under reduced pressure provided Bu3Sn-SiMe3 as a colorless oil [37].

References:

Wang, Xiu;Wang, Zhenhua;Liu, Li;Asanuma, Yuya;Nishihara, Yasushi [Molecules,2019,vol. 24,# 9,art. no. 1671]

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