HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → (3-Phenoxybenzoyl)amino-2-propyne
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Propargylamine | HCID 239041 | — |
| Edukt | 3-Phenoxybenzoyl chloride | HCID 2760341 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (3-Phenoxybenzoyl)amino-2-propyne | HCID 22411600 | 74,3% |
Reaktionsschritte
To a dichloromethane (25 mL) solution of amino-2-propyne (0.96 g, 17.43 mmol) and triethylamine (3.33 mL, 23.7 mmol) at 0° C. was added 3-phenoxybenzoyl chloride (3.68 g, 15.8 mmol) in dichloromethane (25 mL) in a dropwise fashion. The reaction was stirred for 1 h after removing the cooling bath and partitioned between dichloromethane and 10% aqueous HCl. The layers were separated and the aqueous layer was extracted with dichloromethane (2×). The combined organic layers were washed (1×, saturated sodium bicarbonate; 1×, brine), dried (MgSO4), and concentrated under vacuum to give a golden oil. Recrystallization with ehter ethyl acetate provided the title compound as a colorless solid (2.95 g, 74%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05514702 |
| Quelldatensatz | uspto-grants-1996_05 |
| ORD ID | ord-9b6da40b4f8d4c4587842a6f30a4effb |
| Quellennotiz | uspto-grants-1996_05 |