HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Oxalyl chloride → Ethyl 5-(2-fluorobenzyl)-1,2,4-oxadiazole-3-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Oxalyl chloride | HCID 65578 | — |
| Edukt | Benzeneacetic acid, 2-fluoro- | HCID 67979 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | Ethyl 2-amino-2-(hydroxyimino)acetate | HCID 6785548 | — |
| Katalysator | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | Ethyl 5-(2-fluorobenzyl)-1,2,4-oxadiazole-3-carboxylate | HCID 55185271 | 14% |
Reaktionsschritte
This compound was prepared according to general method 2 with 2-(2-fluorophenyl)acetic acid (1.19 g; 7.57 mmol) and oxalyl chloride (0.704 mL; 8.33 mmol) in dichloromethane (5 mL) with a few drops of DMF; and ethyl 2-amino-2-(hydroxyimino)acetate (1.0 g; 7.57 mmol) and N,N diisopropylethylamine (2.11 mL; 12.11 mmol) in dichloromethane (10 mL). The crude material was purified by flash chromatography on silica (eluent 20 to 100% ethyl acetate in heptane) to yield 0.249 g (14%) of ethyl 5-(2-fluorobenzyl)-1,2,4-oxadiazole-3-carboxylate as a white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09434722B2 |
| Quelldatensatz | uspto-grants-2016_09 |
| ORD ID | ord-91859965b028428eabb85df39e43d7b2 |
| Quellennotiz | uspto-grants-2016_09 |