HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Chlorotriethylsilane → 1-Ethoxymethyl-4-(triethylsilyloxymethyl)-1H-imidazole
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Chlorotriethylsilane | HCID 13819 | — |
| Edukt | 1-Ethoxymethyl-1H-imidazole-4-methanol | HCID 68271364 | — |
| Katalysator | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 1-Ethoxymethyl-4-(triethylsilyloxymethyl)-1H-imidazole | HCID 71087126 | — |
Reaktionsschritte
The compound (520 mg) obtained in (2) was dissolved in dichloromethane (30 mL), followed by addition of triethylsilyl chloride (1.12 mL), TEA (1.16 mL) and DMAP (catalytic amount) under stirring, and the stirring was continued for 17 hours. The reaction solution was diluted with water, and extracted with chloroform. The combined extract was washed with saturated brine, dried over anhydrous sodium sulfate, and subsequently the solvent was distilled off under reduced pressure. The resulting residue was purified by flash chromatography (ethyl acetate/hexane=10%→80%) using silica gel column (product name: SNAP Cartridge KP-Sil 50 g, manufactured by Biotage, Ltd.) to afford the title compound (665 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08653126B2 |
| Quelldatensatz | uspto-grants-2014_02 |
| ORD ID | ord-cb1d220ce0b448339ed7b40c8f9dd220 |
| Quellennotiz | uspto-grants-2014_02 |