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HRID 328115作成日:2026年10月26日

Boron trifluoride etherate → Methyl 2-(3-phenyl-1,2,4-oxadiazol-5-yl)benzoate

https://huagongshe.com/reaction/328115

反応式

関与物質

役割名称HCID仕込み量
反応物Boron trifluoride etherateHCID 8000—
反応物N'-HydroxybenzenecarboximidamideHCID 69186—
反応物Methyl 2-(carbonochloridoyl)benzoateHCID 11159939—
溶媒1,4-DioxaneHCID 31275—
生成物Methyl 2-(3-phenyl-1,2,4-oxadiazol-5-yl)benzoateHCID 54140169—

反応手順

A solution of 13.6 g. (0.1 mole) benzamide oxime in 625 milliliters dioxane is treated dropwise with 19.8 g. (0.1 mole) 2-chloroformyl benzoic acid methyl ester in 200 milliliters dioxane. This mixture is then refluxed for one hour, cooled slightly and treated with 3.3 milliliters of boron trifluoride etherate. The reaction mixture is refluxed for 18 hours. The resulting residue is cooled and filtered to remove a small amount of solid. The filtrate is evaporated in vacuo and the resulting oil is dissolved in ether, washed with water, 10 percent sodium carbonate, water and then brine. The ether solution is dried over anhydrous magnesium sulfate decolorized with charcoal filtered to remove the charcoal and the filtrate evaporated in vacuo to give o-(3-phenyl-1,2,4-oxadiazol-5-yl)-benzoic acid methyl ester.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US04016170
出典データセットuspto-grants-1977_04
ORD IDord-b13b9028791545f88f56d4a75a3ed629
出典メモuspto-grants-1977_04