HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1766908Generated: October 30, 2026
Imidazole → 2-[(tert-Butyldimethylsilyl)oxymethyl]-6-methoxybenzyl alcohol
https://huagongshe.com/reaction/1766908
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | (3-Methoxy-1,2-phenylene)dimethanol | HCID 14892485 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-[(tert-Butyldimethylsilyl)oxymethyl]-6-methoxybenzyl alcohol | HCID 46833058 | 53% |
Reaction Steps
3-Methoxy-1,2-benzenedimethanol (1.30 g, 7.73 mmol) obtained from Example 21-(1) was dissolved in tetrahydrofuran (15 ml), and imidazole (526.2 mg, 7.73 mmol) and tert-butylchlorodimethylsilane (1.165 g, 7.73 mmol) were added thereto at 0° C. with stirring. The mixture was stirred at room temperature for 2 hours, then water was added thereto, and the product was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium chloride, and the solvent was distilled off under reduced pressure. The residue was subjected to chromatography on a silica gel (60 g) column (eluent; ethyl acetate:hexane=1:4) to afford the title compound (1.156 g, 53% yield) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07230023B2 |
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| Source dataset | uspto-grants-2007_06 |
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| ORD ID | ord-253902a73572476d84f71ec61421d186 |
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| Source note | uspto-grants-2007_06 |
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