HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → 4-(3-Methyl-2-nitrophenyl)-piperazine-1-carboxylic acid tert-butyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Edukt | 3-Methyl-2-nitrophenyl trifluoromethanesulphonate | HCID 15869552 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 4-(3-Methyl-2-nitrophenyl)-piperazine-1-carboxylic acid tert-butyl ester | HCID 60108775 | 37,5% |
Reaktionsschritte
Trifluoromethanesulfonic acid 3-methyl-2-nitrophenyl ester (26.7 g, 93.6 mmol), 1-tert-butoxycarbonyl piperazine (17 g, 91.3 mmol) and triethylamine (14 mL, 100 mmol) in 250 mL of acetonitrile was heated under reflux for 25 h. The mixture was concentrated in vacuo, diluted with water and extracted with ether. The ether was washed with aqueous ammonium hydroxide and brine, dried, and evaporated. Purification by silica gel chromatography (10% ethyl acetate-hexane) afforded 11 g of 4-(3-methyl-2-nitrophenyl)-piperazine-1-carboxylic acid tert-butyl ester as a golden solid, m.p. 101-102° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06787535B2 |
| Quelldatensatz | uspto-grants-2004_09 |
| ORD ID | ord-fef11ca5a52242f8bab6da1a7db8c076 |
| Quellennotiz | uspto-grants-2004_09 |