HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Potassium Carbonate → (R)-4-(2-t-Butoxycarbonylaminopropyl)phenoxyacetic acid, methyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | Methyl bromoacetate | HCID 60984 | — |
| Edukt | (R)-2-(4-Hydroxyphenyl)-1-methylethylcarbamic acid, t-butyl ester | HCID 59909921 | — |
| Lösungsmittel | Acetone | HCID 180 | — |
| Produkt | (R)-4-(2-t-Butoxycarbonylaminopropyl)phenoxyacetic acid, methyl ester | HCID 86752192 | — |
Reaktionsschritte
Potassium carbonate (1.95 g, 14.2 mMol) was added to a solution of (R)-2-(4-hydroxyphenyl)-1-methylethylcarbamic acid, t-butyl ester (2.96 g, 11.8 mMol) in acetone (50 ml) at room temperature under argon. Methyl bromoacetate (1.81 g, 11.8 mMol) was added dropwise and the reaction mixture was heated at reflux for 3 hours. The solvent was removed under reduced pressure and the residue was taken into ethyl acetate and washed with water (2×30 ml). The organic extracts were dried with sodium sulfate and the solvent evaporated in vacuo. The crude product was purified by chromatography on Kieselgel 60 (eluting with 20% ethyl acetate in pentane) to give the title compound as an oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05726165 |
| Quelldatensatz | uspto-grants-1998_03 |
| ORD ID | ord-1f90df0f79374e948d81d55edfef11d9 |
| Quellennotiz | uspto-grants-1998_03 |