HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hydrochloric Acid → Ethyl 3-oxo-3-(thiophen-3-yl)propanoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | Cyclohexylisopropylamine | HCID 62386 | — |
| Edukt | 3-Thenoyl chloride | HCID 2776377 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Lösungsmittel | Sodium chloride; water | HCID 57417360 | — |
| Produkt | Ethyl 3-oxo-3-(thiophen-3-yl)propanoate | HCID 10535956 | — |
Reaktionsschritte
To a solution of N-isopropylcyclohexylamine (5.64 g) in THF (80 mL) cooled to -78° C. under nitrogen was added nBuLi (25 mL, 1.6M in hexane) and the mixture was stirred for 30 min. EtOAc (1.95 mL) was added and after a further 30 min., 3-thiophene carbonyl chloride (from Step 1) dissolved in 3 mL THF was added. After 30 min., 1N HCl (75 mL) was added followed by brine and EtOAc. The organic layer was separated, dried and concentrated. Purification by column chromatography (5% EtOAc/hexane) afforded the title compound as an oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05424320 |
| Quelldatensatz | uspto-grants-1995_06 |
| ORD ID | ord-3fafb40f159e43c99b50e87fa2e6886b |
| Quellennotiz | uspto-grants-1995_06 |