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HRID 57790作成日:2026年10月25日

Hydrochloric Acid → 3-Cyclopentyl-3-oxopropanenitrile

https://huagongshe.com/reaction/57790

反応式

関与物質

役割名称HCID仕込み量
反応物Hydrochloric AcidHCID 313—
反応物AcetonitrileHCID 6342—
反応物Sodium hydrideHCID 24758—
反応物Ethyl cyclopentanecarboxylateHCID 79550—
溶媒1,4-DioxaneHCID 31275—
生成物3-Cyclopentyl-3-oxopropanenitrileHCID 13592118—

反応手順

To a suspension of sodium hydride (350 mg, 8.8 mmol, 1.2 eq) in 1,4-dioxane (10 mL) was added acetonitrile (450 μL, 8.8 mmol, 1.2 eq). The mixture was stirred at room temperature for 30 min. Then cyclopentanecarboxylic acid ethyl ester (660 μL, 7.3 mmol, 1 eq) was added. After stirring for 30 min at room temperature, the mixture was heated at 105° C. during 16 h. After cooling, the solvent was evaporated to dryness and water was added (30 mL). The mixture was extracted with dichloromethane (3×30 mL) to get rid of the starting material and the aqueous phase was acidified with a 1N solution of hydrochloric acid and extracted with dichloromethane (3×30 mL). The combined organic phases were dried over magnesium sulfate, filtered and dried in vacuo to afford 3-cyclopentyl-3-oxo-propionitrile as very volatile yellow oil (1.0 g, quant. yield)

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09434745B2
出典データセットuspto-grants-2016_09
ORD IDord-50d04bc57d8d493bbf86638150ebe891
出典メモuspto-grants-2016_09