((Chloromethyl)phenylethyl)-trimethoxysilane → 2-(4-(2-(Trimethoxysilyl)ethyl)benzylthio)pyrimidine

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Reaction Steps

10 mmole of 2-mercaptopyrimidine was dissolved in 20 ml ethanol, then 10 mmole EtOK was added, and stirred for 5 minutes. 10 mmole of ((chloromethyl)phenylethyl)trimethoxysilane was added to the solution, and stirred for 6 hours. The white precipitate was removed by filtration, the solvent in the filtrate was removed in vacuum. The obtained viscous liquid was separated with a Si gel column (solvents: 1 ethylacetate/3 hexane). 1H NMR (CD3Cl): δ(ppm) 8.50 (2H, m, Pyr.-H), 7.25 (4H, m, Ar—H), 6.95 (1H, m, Pyr.-H), 4.38 (2H, s —CH2—), 3.54 (9H, s, —CH3), 2.70 (2H, m, —CH2—), 0.99 (2H, m, —CH2—). Yield: 73%.

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