HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → HCID 89851813, Verbindung
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Di-tert-butyl dicarbonate | HCID 90495 | — |
| Edukt | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Edukt | (S)-tert-butyl 2,2-dimethyl-4-(pent-2-en-3-yl)oxazolidine-3-carboxylate | HCID 89851361 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | HCID 89851813 | HCID 89851813 | 75,2% |
Reaktionsschritte
A solution of (S)-tert-butyl 2,2-dimethyl-4-(pent-2-en-3-yl)oxazolidine-3-carboxylate (Intermediate 201, 15.815 g, 58.71 mmol) and p-toluenesulfonic acid monohydrate (3.35 g, 17.61 mmol) in methanol (100 mL) was heated to 85° C. for 3 h. The reaction mixture was cooled to room temperature and triethylamine (8.18 mL, 58.71 mmol) and di-tert-butyl dicarbonate (6.82 mL, 29.35 mmol) were added. The reaction mixture was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure to give a yellow oil. Purification by flash column chromatography (0-100% ethyl acetate/hexanes) afforded the title compound (10.12 g, 75%) as a white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09309245B2 |
| Quelldatensatz | uspto-grants-2016_04 |
| ORD ID | ord-8967a7eada0648b9901ba0d75e439220 |
| Quellennotiz | uspto-grants-2016_04 |