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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2369628Generated: November 1, 2026

Water → 4-Bromo-2-triisopropylsiloxynaphthalene

https://huagongshe.com/reaction/2369628

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantTriisopropylsilyl chlorideHCID 139400—
Reactant4-Bromo-2-naphtholHCID 12115596—
SolventTetrahydrofuranHCID 8028—
Product4-Bromo-2-triisopropylsiloxynaphthaleneHCID 6716246496%

Reaction Conditions

Temperature0 °C

Reaction Steps

Sodium hydride (0.38 g, 15.9 mmol) was added portionwise to a solution of 4-bromo-2-naphthol (3.54 g, 15.9 mmol) in THF (50 mL) with stirring at 0° C. under N2. Ater 0.5 h chlorotriisopropylsilane (3.06 g, 15.9 mmol) was added dropwise at 0. The solution was stirred at room temperature for 2 h, poured into water (200 mL), extracted with DCM (dichloromethane) (4×50 mL), dried (MgSO4) and the solvent removed under reduced pressure. The residue was chromatographed on silica using hexanes as eluent. The solvent was removed under reduced pressure to give the title compound (5.78 g, 96%) as a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08703978B2
Source datasetuspto-grants-2014_04
ORD IDord-9ffc7b4ec73c46d7b3c45d9187730492
Source noteuspto-grants-2014_04