HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → (S)-1-Benzyl-3-chloropyrrolidine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Carbon Tetrachloride | HCID 5943 | — |
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | (R)-(+)-1-Benzyl-3-pyrrolidinol | HCID 643472 | — |
| Produkt | (S)-1-Benzyl-3-chloropyrrolidine | HCID 53640613 | 72% |
Reaktionsschritte
To a stirred solution of (R)-1-benzyl-3-pyrrolidinol (886 mg, 5.0 mmol) in CCl4(20 ml) was added triphenylphosphine(1.574 g, 6.0 mmol) at rt. After 20 h stirring at reflux temperature, the solvent was evapolated. Saturated NaHCO3 aqueous solution and water was added to the residue, and the mixture was extracted with AcOEt. The extract was brine, dried(Na2SO4), and concentrated to give brown oil, which was purified by column chromatography (silica gel; 100 g, CH2Cl2/MeOH: 50/1-45/1) to give 706 mg(72%) of pale yellow oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06313302B2 |
| Quelldatensatz | uspto-grants-2001_11 |
| ORD ID | ord-6f249b707abc470fa69a44fb6b709c7c |
| Quellennotiz | uspto-grants-2001_11 |