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HRID 600594作成日:2026年10月27日

1,1'-Carbonyldiimidazole → Methyl 3-(3-benzyl-1,2,4-oxadiazol-5-yl)propanoate

https://huagongshe.com/reaction/600594

反応式

関与物質

役割名称HCID仕込み量
反応物1,1'-CarbonyldiimidazoleHCID 68263—
反応物Mono-Methyl SuccinateHCID 6930703—
反応物2-PhenylacetamidoximeHCID 9566465—
溶媒DimethylformamideHCID 6228—
生成物Methyl 3-(3-benzyl-1,2,4-oxadiazol-5-yl)propanoateHCID 5985383070%

反応手順

Butanedioic acid, monomethyl ester (4.0 g, 30.3 mmole) and CDI (5.40 g, 33.3 mmole) were dissolved in anhydrous DMF (15 ml) and stirred at room temperature for 3 hours. (1Z)-N′-hydroxy-2-phenylethanimidamide (5.0 g, 33.3 mmole) was added to above solution and the mixture was stirred at 90° C. for 20 hours. The reaction mixture was concentrated and the residue was diluted with water and EtOAc. The organic layer was washed with water and brine, dried over Na2SO4, filtered and concentrated. The residue was purified by flash chromatography (elution with 1:3 ethyl acetate:hexane) to give the desired product as light yellowish oil (5.2 g, 70% yield). LCMS calculated for C13H15N2O3 (M+H): 247.1. found: 247.1.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07902205B2
出典データセットuspto-grants-2011_03
ORD IDord-c0a52cddec654979afd75933b45ab782
出典メモuspto-grants-2011_03