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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1880675Generated: November 2, 2026

Diethyl Ether → HCID 59570379, compound

https://huagongshe.com/reaction/1880675

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 178517507HCID 178517507—
ProductHCID 59570379HCID 59570379—

Reaction Steps

Into 2 ml of N,N-dimethylformamide was suspended 0.05 g of sodium hydride (60% oily), and 0.2 g of 3-(4-trifluoromethylpyridin-2-yl)-1,2,4-oxadiazol-5-one was added at room temperature. After stirring for 10 minutes, 0.11 g of chloromethyl=methyl=ether was added, the mixture was stirred at room temperature for 1 hour, and at 60° C. for 4 hours, and the reaction solution was allowed to cool to room temperature, and poured into an aqueous saturated ammonium chloride solution, followed by extraction with ethyl acetate three times. The organic layers were combined, washed with an aqueous saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.21 g of 4-(methoxymethyl)-3-(4-trifluoromethylpyridin-2-yl)-1,2,4-oxadiazol-5-one (present compound (9)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318776B2
Source datasetuspto-grants-2012_11
ORD IDord-8ac210506b8847eeb824c989c877ac5a
Source noteuspto-grants-2012_11