HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methanol → Methyl 3-(4-(methylthio)phenyl)propanoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methanol | HCID 887 | — |
| Edukt | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Edukt | 3-[4-(Methylsulfanyl)phenyl]propanoic acid | HCID 3801098 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | Methyl 3-(4-(methylthio)phenyl)propanoate | HCID 21914741 | 72% |
Reaktionsschritte
In a 100 mL round bottom flask, 3-(4-(methylthio)phenyl)propanoic acid (1.00 g, 5.10 mmol) was dissolved in DMF (17 mL) under N2(g). CDI (1.24 g, 7.65 mmol) was then added to the reaction mixture and the resulting mixture was allowed to stir at room temperature for ˜45 min. MeOH (6 mL) was then added in dropwise fashion to the reaction. The reaction was allowed to stir for an additional 1 h, after which time it was extracted with EtOAc (3×50 mL) and brine (3×50 mL). The combined organic extracts were dried over anhydrous Na2SO4(s), filtered and concentrated. The crude product was purified by column chromatography (silica gel, gradient elution mixture: 10% EtOAc in Hexanes to 100% EtOAc) to give the title compound (0.771 g, 72%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08383825B2 |
| Quelldatensatz | uspto-grants-2013_02 |
| ORD ID | ord-ef6c35936f4747f78a969eae6981acf6 |
| Quellennotiz | uspto-grants-2013_02 |