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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 58621Erstellt: 24. Oktober 2026

Oxalyl chloride → Ethyl 5-(3-fluorobenzyl)-1,2,4-oxadiazole-3-carboxylate

https://huagongshe.com/de/reaction/58621

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktOxalyl chlorideHCID 65578—
Edukt3-Fluorophenylacetic acidHCID 67617—
EduktDiisopropylethylamineHCID 81531—
EduktEthyl 2-amino-2-(hydroxyimino)acetateHCID 6785548—
KatalysatorDimethylformamideHCID 6228—
LösungsmittelPyridineHCID 1049—
LösungsmittelDichloromethaneHCID 6344—
ProduktEthyl 5-(3-fluorobenzyl)-1,2,4-oxadiazole-3-carboxylateHCID 6337972230%

Reaktionsschritte

This compound was prepared according to general method 2 with (step I) 2-(3-fluorophenyl)acetic acid (1.03 g; 7.57 mmol) and oxalyl chloride (0.704 mL; 8.33 mmol) in dichloromethane (5 mL) and a few drops of DMF and (step II) 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) and (step III) pyridine (18 mL). The crude material was purified by flash chromatography on silica (eluent 20 to 100% ethyl acetate in heptane) to yield 0.555 g (30%) of the title compound as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434722B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-48f48f8a6acc4a0991449a455fab8b72
Quellennotizuspto-grants-2016_09