Chlorosuccinimide → Tert-butyl(2-(5-chlorothiophen-2-yl)ethoxy)dimethylsilane

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Reaction Steps

N-chlorosuccinimide (0.83 g) was added portionwise to a solution of tert-butyldimethyl(2-(thiophen-2-yl)ethoxy)silane (1.5 g) (example 4 step a) in chloroform (50 mL) and heated to reflux for 3 days. The yellow solution was diluted with DCM (100 mL) and washed with saturated sodium bicarbonate solution (2×100 mL), brine (100 mL), dried over sodium sulphate, filtered and evaporated in vacuo. The residue was purified by silica gel chromatography eluting with iso-hexane. The fractions containing product were combined and evaporated in vacuo to give the subtitled compound as a clear oil. Yield 1 g.

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