HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Aminophenethyl alcohol → 2-Chloro-3-[4-(2-hydroxy-ethyl)-phenyl]-propionic acid 2,2,2-trichloro-ethyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-Aminophenethyl alcohol | HCID 66904 | — |
| Edukt | 2,2,2-Trichloroethyl acrylate | HCID 181750 | — |
| Edukt | 2-Chloro-3-(4-hydroxymethyl-phenyl)-propionic acid methyl ester | HCID 86650298 | — |
| Produkt | 2-Chloro-3-[4-(2-hydroxy-ethyl)-phenyl]-propionic acid 2,2,2-trichloro-ethyl ester | HCID 86650299 | — |
Reaktionsschritte
The title compound was prepared from 2-(4-amino phenyl)ethanol (6.68 g, 48.7 mmol) and commercially available acrylic acid 2,2,2-trichloroethylester (19.82 g, 97.44 mmol) in the same manner as described for 2-chloro-3-(4-hydroxymethyl-phenyl)-propionic acid methyl ester. The crude product was purified by repeated flash chromatography using DCM/MeOH 95:5 as the eluent and the product was obtained as an oil (1.87 g, 10.7%). 1H NMR (300 MHz, CDCl3): δ 7.15-7.29 (m, 4H), 4.54-4.59 (t, 1H), 3.82-3.85 (m, 3H), 3.38-3.45 (dd, 1H), 3.18-3.25 (dd, 1H), 2.79-2.87 (m, 3H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09181181B2 |
| Quelldatensatz | uspto-grants-2015_11 |
| ORD ID | ord-7210f141f7a94eb3a779b8cd260d30a3 |
| Quellennotiz | uspto-grants-2015_11 |