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2-(t-Butyldimethylsilyloxy)-6-bromonaphthalene synthesis

3synthesis methods
15231-91-1 Synthesis
6-Bromo-2-naphthol

15231-91-1
392 suppliers
$7.00/5g

18162-48-6 Synthesis
tert-Butyldimethylsilyl chloride

18162-48-6
668 suppliers
$9.00/5g

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Yield:100751-65-3 100%

Reaction Conditions:

with 1H-imidazole in dichloromethane at 20; for 2 h;

Steps:



(6-bromonaphthalen-2-yloxy)(f?r*-butyl)dimethylsilane (7)TBSCl (347 mg, 2.3 mmol) was added to a solution of 6-bromonaphthalen-2-ol (446 mg, 2.0 mmol) in dichloromethane (20 ml) followed by the addition of imidazole (272 mg, 4.0 mmol). The reaction mixture was stirred at room temperature for 2 h and then water was added. Organic layer was separated, washed with brine, dried over anhydrous sodium sulfate and evaporated to obtain crude product 7 (680 mg, 100 %), which was pure enough and was used directly for next step. 7:1H NMR (CDCl3): δ 7.91 (IH, m), 7.55 (3H, m), 7.13 (2H, m), 1.02 (9H, s), 0.25 (6H, s).

References:

WO2008/124812,2008,A1 Location in patent:Page/Page column 48-49