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HRID 1009928作成日:2026年10月26日

Phenyl isocyanate → {1-[(Anilinocarbonyl)amino]cyclohexyl}acetic acid

https://huagongshe.com/reaction/1009928

反応式

関与物質

役割名称HCID仕込み量
反応物Phenyl isocyanateHCID 7672—
反応物Sodium HydroxideHCID 14798—
反応物2-(1-Aminocyclohexyl)acetic acid hydrochlorideHCID 4426693—
溶媒WaterHCID 962—
溶媒1,4-DioxaneHCID 31275—
生成物{1-[(Anilinocarbonyl)amino]cyclohexyl}acetic acidHCID 5784712055.7%

反応条件

温度40 °C

反応手順

To a solution of (1-aminocyclohexyl)acetic acid (0.232 mg, 1.48 mmol) in a mixture of 1,4-dioxane (9 ml) and water (3 ml) was added 30% aqueous sodium hydroxide solution to pH 9. Phenylisocyanate (0.24 ml, 2.22 mmol) was added dropwise at 35° C. and 30% aqueous sodium hydroxide solution was added to adjust the solution to pH9. The reaction mixture was stirred at 40° C. for 1.5 hrs and concentrated under reduced pressure. 5N Hydrochloric acid was added to acidify the solution (pH3) and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine and dried (over anhydrous MgSO4). After concentration under reduced pressure, the precipitated solid was collected by filtration and washed with diisopropyl ether to give the title compound (0.228 g) as a colorless powder with contamination.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07973163B2
出典データセットuspto-grants-2011_07
ORD IDord-4c46f82b77324daf8eec824c259c7b85
出典メモuspto-grants-2011_07