戻る
化工社化工社 化学情報印刷レポート · 研究参考用
HRID 1616561作成日:2026年10月27日

Sodium hydride → 8-[4-(2-Isopropoxyphenyl)imidazol-1-yl]octanoic acid methyl ester

https://huagongshe.com/reaction/1616561

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium hydrideHCID 24758—
反応物Methyl 8-bromooctanoateHCID 11107373—
反応物4-[2-(propan-2-yloxy)phenyl]-1H-imidazoleHCID 178458285—
触媒Tetrabutylammonium IodideHCID 67553—
溶媒WaterHCID 962—
溶媒TetrahydrofuranHCID 8028—
生成物8-[4-(2-Isopropoxyphenyl)imidazol-1-yl]octanoic acid methyl esterHCID 5916780057.6%

反応手順

Add sodium hydride (1.82 g, 38 mmol) to a suspension of 4-(2-isopropoxyphenyl)-1H-imidazole (5.01 g, 25 mmol) in THF (125 mL) at 0° C. under nitrogen, and warm the mixture to room temperature and stir for 1 hour. Cool the mixture to 0° C. and add 8-bromooctanoic acid methyl ester (5.98 g, 25 mmol) and tetra-n-butylammonium iodide (0.55 g, 1.5 mmol) and warm the mixture to room temperature to stir for 8 hours. Dilute the mixture with water (20 mL) and remove the solvent under reduced pressure. Dilute the residue with ethyl acetate (300 mL), wash with water (100 mL) and brine (100 mL), dry over sodium sulfate, and remove the solvent under reduced pressure to provide 8-[4-(2-isopropoxyphenyl)imidazol-1-yl]octanoic acid methyl ester (5.16 g, 57%), which is used in the next step without further purification.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08765796B2
出典データセットuspto-grants-2014_07
ORD IDord-35afd06486c941cd8b59766b9aa1429a
出典メモuspto-grants-2014_07