HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Imidazole → (R)-5-(((tert-Butyldimethylsilyl)oxy)methyl)pyrrolidin-2-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Imidazole | HCID 795 | — |
| Edukt | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Edukt | (R)-(-)-5-(Hydroxymethyl)-2-pyrrolidinone | HCID 7128291 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (R)-5-(((tert-Butyldimethylsilyl)oxy)methyl)pyrrolidin-2-one | HCID 13771167 | 115,1% |
Reaktionsschritte
Imidazole (5.24 g, 77 mmols) was added to a CH2Cl2 (85 ml) solution of (5R)-5-(hydroxymethyl)-2-pyrrolidinone (4.03 g, 35 mmols). Then, during cooling with ice, a CH2Cl2 (15 ml) solution of tert-butyldimethylsilyl chloride (4.53 g, 30 mmols) was added, and the mixture was stirred for 15 hours at room temperature. The solvent was distilled off under reduced pressure, and then the residue was subjected to silica gel column chromatography (SiO2 300 g, MeOH—CHCl3 5:95 v/v) to obtain (5R)-5-[(tert-butyldimethylsilyloxy)methyl]pyrrolidin-2-one (7.92 g, 98.7%):
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06949553B2 |
| Quelldatensatz | uspto-grants-2005_09 |
| ORD ID | ord-15a1ecbc71dc4a95a037f2d5cec9f155 |
| Quellennotiz | uspto-grants-2005_09 |