HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2369628Generated: November 1, 2026
Water → 4-Bromo-2-triisopropylsiloxynaphthalene
https://huagongshe.com/reaction/2369628
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Triisopropylsilyl chloride | HCID 139400 | — |
| Reactant | 4-Bromo-2-naphthol | HCID 12115596 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Bromo-2-triisopropylsiloxynaphthalene | HCID 67162464 | 96% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08703978B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-9ffc7b4ec73c46d7b3c45d9187730492 |
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| Source note | uspto-grants-2014_04 |
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