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ChemicalBook CAS DataBase List ((1-(4-bromophenyl)hexyl)oxy)(tert-butyl)dimethylsilane(WXC06094)
836643-56-2

((1-(4-bromophenyl)hexyl)oxy)(tert-butyl)dimethylsilane(WXC06094) synthesis

3synthesis methods
-

Yield:836643-56-2 88%

Reaction Conditions:

with 2,6-dimethylpyridine in dichloromethane at 0 - 20; for 2 h;

Steps:

1

[1-(4-Bromo-phenyl)-hexyloxy]-tert-butyl-dimethyl-silane (1-5). TBSOTf (2.9 mL, 12.6 mmol) was added to an ice-cold solution of 1-4 (3.017 g, 11.7 mmol) and 2,6-lutidine (1.6 mL, 13.7 mmol) in dichloromethane (30 mL). The reaction was stirred for 2 h at room temperature and then 100 mL saturated sodium bicarbonate solution was added. The resulting mixture was extracted with dichloromethane (30 mL) and the dichloromethane layer was washed with 1 M HCl (2×50 mL) and brine (50 mL). The dichloromethane solution was then dried (MgSO4), filtered and evaporated. Purification of the residue by flash chromatography on silica gel (hexanes) gave 1-5 (3.843 g, 88%).

References:

US2007/129552,2007,A1 Location in patent:Page/Page column 8