ChemicalBook CAS DataBase List 3-(TRIMETHYLSILYLETHYNYL)PYRIDINE

3-(TRIMETHYLSILYLETHYNYL)PYRIDINE synthesis

8synthesis methods

Product Name:3-(TRIMETHYLSILYLETHYNYL)PYRIDINE
CAS Number:80673-00-3
Molecular formula:C10H13NSi
Molecular Weight:175.3

2510-23-8
174 suppliers
$20.00/1g

75-77-4
565 suppliers
$5.04/10

80673-00-3
104 suppliers
$16.00/1g

Yield: 80%

Reaction Conditions:

with diethylzinc in hexane;acetonitrile at 80; for 20 h;Schlenk technique;Inert atmosphere;

Steps:

General Procedures for the Et2Zn-mediated silylation of terminal alkynes:
To a 25 mL Schlenk flask alkyne (2 mmol), chlorosilane (2 mmol), solvent (10 mL) and 1 M n-hexane solution of Et2Zn (1 mL) is added and the mixture is stirred at 80 °C for 20 h unless otherwise stated. After cooling, the reaction mixture is evaporating solvent on a rotary evaporator and analyzed with 1H NMR using CH2Br2 as an internal standard. Silica gel column chromatography with hexane/ ethyl acetate as the eluent affords the purified alkynylsilane product.

References:

Huang, Pan;Xu, Dawen;Reich, Robert M.;Kaiser, Felix;Liu, Boping;Kühn, Fritz E. [Tetrahedron Letters,2019,vol. 60,# 24,p. 1574 - 1577] Location in patent:supporting information

626-55-1 Synthesis