HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
N,N'-Dimethylethylenediamine → ethyl 3-[4-(4-ethylphenyl)-1H-1,2,3-triazol-1-yl]benzoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | N,N'-Dimethylethylenediamine | HCID 8070 | — |
| Edukt | Sodium Azide | HCID 33557 | — |
| Edukt | 1-Ethyl-4-ethynylbenzene | HCID 142425 | — |
| Edukt | Ethyl 3-iodobenzoate | HCID 143542 | — |
| Edukt | Sodium Ascorbate | HCID 23667548 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Lösungsmittel | (Methanesulfinyl)methane--water (1/1) | HCID 23503278 | — |
| Produkt | ethyl 3-[4-(4-ethylphenyl)-1H-1,2,3-triazol-1-yl]benzoate | HCID 67030215 | — |
Reaktionsschritte
A mixture of ethyl 3-iodobenzoate (4-1) (138 mg, 0.5 mmol), sodium azide (34 mg, 0.52 mmol), 1-ethyl-4-ethynylbenzene (4-2) (65 mg, 0.5 mmol), CuI (10 mg), MeNHCH2CH2NHMe (11 μL), sodium ascorbate (10 mg), DMSO-H2O (v/v 5:1, 1.5 mL) is stirred at room temperature for 2 hours. The reaction mixture is then poured into ethyl acetate (50 mL), washed with water (10 mL) and brine (10 mL), dried over Na2SO4, filtered and evaporated. The residue is purified on silica gel (0-33% ethyl acetate in hexane) to give ethyl 3-[4-(4-ethylphenyl)-1H-1,2,3-triazol-1-yl]benzoate as a white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08362050B2 |
| Quelldatensatz | uspto-grants-2013_01 |
| ORD ID | ord-04d8a6fc35784539b2a7b23ce7e955f3 |
| Quellennotiz | uspto-grants-2013_01 |