HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethanethiol → 4-(2-carbethoxy-1-ethyl)-7-hydroxy-2-oxo-2H-1-Benzopyran
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethanethiol | HCID 6343 | — |
| Edukt | Aluminum(III) Chloride | HCID 6451240 | — |
| Edukt | 4-(2-carbethoxy-1-ethyl)-7-methoxy-2-oxo-2H-1-Benzopyran | HCID 86747239 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 4-(2-carbethoxy-1-ethyl)-7-hydroxy-2-oxo-2H-1-Benzopyran | HCID 12477114 | 27,1% |
Reaktionsschritte
To a suspension of 726 mg (5.4 mmol) of AlCl3 in 10 mL of dichloromethane at 0° C. was added 4 mL of EtSH. The suspension became a clear solution within seconds. Then, 298 mg (1.08 mmol) of 3 in 4 mL of dichloromethane was added, turning the yellow solution red in color. The ice bath was removed, and the reaction stirred to room temperature for 3 h. The solvents were removed in vacuo, and the residue thoroughly vacuum dried. The residue was extracted into EtOAc as much as possible, then the extract was flash chromatographed using 30/70 EtOAc/hexane. The long- and short-wave UV active band gave 76.7 mg (27%) of 4.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05247099 |
| Quelldatensatz | uspto-grants-1993_09 |
| ORD ID | ord-4f75d89850dd4de3a07f2755539ba444 |
| Quellennotiz | uspto-grants-1993_09 |