HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Tetrahydrofuran → 4-(4-Carboxy-phenyl)-piperidine-1-carboxylic acid tert-butyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Tetrahydrofuran | HCID 8028 | — |
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | Tert-butyl 4-[4-(methoxycarbonyl)phenyl]-1-piperidinecarboxylate | HCID 22492933 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | 4-(4-Carboxy-phenyl)-piperidine-1-carboxylic acid tert-butyl ester | HCID 22492859 | 96,4% |
Reaktionsbedingungen
| Temperatur | 80 °C |
|---|
Reaktionsschritte
A solution of tert-butyl-4-[4-(methoxycarbonyl)phenyl]-1-piperidinecarboxylate (3.95 g) in a mixture of methanol (80 ml), THF (40 ml) and 4N sodium hydroxide (30 ml) was stirred at 80° C. for 2 hours. The reaction mixture was concentrated in vacuo. To a residue was added water (100 ml) and adjusted to pH 3 with 1N hydrochloric acid. The solution was extracted twice with a mixture of ethyl acetate (100 ml) and THF (50 ml). The extracts was dried over magnesium sulfate and evaporated in vacuo to give 4-[1-(tert-butoxycarbonyl)-4-piperidyl]benzoic acid (3.64 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06884774B2 |
| Quelldatensatz | uspto-grants-2005_04 |
| ORD ID | ord-f26f4bb6040f4f4ba3c09e76e8fe6148 |
| Quellennotiz | uspto-grants-2005_04 |