HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2273303Erstellt: 26. Oktober 2026
Triethylamine → 4-(tert-Butyldiphenylsilyloxymethyl)-1-(2-trimethylsilylethoxy methyl)-1H-imidazole
https://huagongshe.com/reaction/2273303
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | tert-Butyldiphenylchlorosilane | HCID 94078 | — |
| Edukt | 1-(2-Trimethylsilylethoxymethyl)-1H-imidazole-4-methanol | HCID 69558376 | — |
| Katalysator | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 4-(tert-Butyldiphenylsilyloxymethyl)-1-(2-trimethylsilylethoxy methyl)-1H-imidazole | HCID 71087293 | — |
Reaktionsschritte
1-(2-Trimethylsilylethoxymethyl)-1H-imidazole-4-methanol (100 g, WO 01/02145) was dissolved in dichloromethane (1 L), and triethylamine (hereinafter sometimes referred to as TEA) (122 mL), 4-(N,N-dimethylamino)pyridine (hereinafter sometimes referred to as DMAP) (5.35 g) and tert-butyldiphenylsilyl chloride (hereinafter sometimes referred to as TBDPSCl) (149 mL) were added under stirring. After stirring for a day, the reaction mixture was washed with water and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The resulting residue was purified by flash chromatography (ethyl acetate/hexane=25%→50%) using a silica gel column (trade name: Ultrapack E, manufactured by Yamazen Corporation) to give the title compound (146 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09120835B2 |
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| Quelldatensatz | uspto-grants-2015_09 |
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| ORD ID | ord-cc135a832b9343f7a4ab23eb361777f7 |
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| Quellennotiz | uspto-grants-2015_09 |
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