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HRID 1166792作成日:2026年10月27日

Sodium Cyanide → Methyl 5-cyano-1-naphthoate

https://huagongshe.com/reaction/1166792

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium CyanideHCID 8929—
反応物Methyl 5-bromo-1-naphthoateHCID 4557673—
反応物HCID 178418546HCID 178418546—
溶媒WaterHCID 962—
溶媒DimethylformamideHCID 6228—
生成物Methyl 5-cyano-1-naphthoateHCID 82630495%

反応手順

A mixture of methyl 5-bromo-1-naphthylcarboxylate (5.2 g, 19 mmol) and CuCN (3.4 g, 38 mmol) in 100 mL anhydrous DMF was refluxed overnight. After cooling the reaction to 70° C., a solution of NaCN (2 g) in 50 mL water was added to destroy the copper complex. Ethyl acetate was added and the two layers were separated. The organic layer was washed with brine, dried over MgSO4, and concentrated. Silica gel column chromatography using hexane/ethyl acetate (5/1) gave the product (3.8 g, 95%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06613942B1
出典データセットuspto-grants-2003_09
ORD IDord-a4dd66e2a6f84475920f8b12515c57d9
出典メモuspto-grants-2003_09