HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Imidazole → 1-Benzyl-3-t-butyldimethylsilyloxymethylpyrrolidine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Imidazole | HCID 795 | — |
| Edukt | Water | HCID 962 | — |
| Edukt | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Edukt | (1-Benzylpyrrolidin-3-yl)methanol | HCID 5176654 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 1-Benzyl-3-t-butyldimethylsilyloxymethylpyrrolidine | HCID 19914927 | 86,7% |
Reaktionsschritte
Imidazole (30.0 g) was added to a solution of 1-benzyl-3-hydroxymethylpyrrolidine (43.45 g) and t-butyldimethylsilyl chloride (48.5 g) in dimethylformamide(150 ml) under ice-cooling. The mixture was stirred at the same temperature for 2 hours and at ambient temperature for 15 hours. The mixture was poured into water (600 ml), extracted twice with ethyl acetate (200 ml and 100 ml), dried over magnesium sulfate and evaporated under reduced pressure to give a syrup. The syrup was subjected to a column chromatography on silica gel (500 g) and eluted with a mixture of methanol and dichloromethane (5:95 V/V) to give 1-benzyl-3-t-butyldimethylsilyloxymethylpyrrolidine (60.15 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05081237 |
| Quelldatensatz | uspto-grants-1992_01 |
| ORD ID | ord-0365be46c0de4d1d9a99df9035d38be2 |
| Quellennotiz | uspto-grants-1992_01 |