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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 58620Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/58620

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktOxalyl chlorideHCID 65578—
EduktBenzeneacetic acid, 2-fluoro-HCID 67979—
EduktDiisopropylethylamineHCID 81531—
EduktEthyl 2-amino-2-(hydroxyimino)acetateHCID 6785548—
KatalysatorDimethylformamideHCID 6228—
LösungsmittelDichloromethaneHCID 6344—
ProduktEthyl 5-(2-fluorobenzyl)-1,2,4-oxadiazole-3-carboxylateHCID 5518527114%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434722B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-91859965b028428eabb85df39e43d7b2
Quellennotizuspto-grants-2016_09