HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Benzoic Acid → tert-Butyl 3-(benzoylamino)piperidine-1-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Benzoic Acid | HCID 243 | — |
| Edukt | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Edukt | 1-BOC-3-Aminopiperidine | HCID 545809 | — |
| Edukt | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Triethylamine | HCID 8471 | — |
| Produkt | tert-Butyl 3-(benzoylamino)piperidine-1-carboxylate | HCID 22017033 | 39,1% |
Reaktionsschritte
A solution of benzoic acid (0.123 g) in DMF (5 ml) was treated with 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (0.231 g), HOBT (0.163 g) and triethylamine (0.56 ml) and stirred at room temperature for 1 h. A solution of 3-amino-1-N-Boc-piperidine (0.3 g) in DMF (1 ml) was then added and stirring continued for 18 h. The solution was concentrated under reduced pressure to give an oil which was partitioned between ethyl acetate and water. The separated organic extracts were washed with water, hydrochloric acid (2N), saturated sodium bicarbonate solution and brine, dried (over magnesium sulphate) and concentrated under reduced pressure to give the title compound (0.120 g) as a yellow solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07226929B2 |
| Quelldatensatz | uspto-grants-2007_06 |
| ORD ID | ord-b7c7d5c57fcf42109abf79a459c9fb32 |
| Quellennotiz | uspto-grants-2007_06 |