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HRID 225091作成日:2026年10月26日

Sodium hydride → 2-[6-(Chloroformyl)hexyl]cyclopent-2-en-1-one

https://huagongshe.com/reaction/225091

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Oxalyl chlorideHCID 65578—
反応物5-Oxo-1-cyclopentene-1-heptanoic acidHCID 78902—
溶媒Diethyl EtherHCID 3283—
溶媒TetrahydrofuranHCID 8028—
生成物2-[6-(Chloroformyl)hexyl]cyclopent-2-en-1-oneHCID 20287596—

反応条件

温度0 °C

反応手順

To a suspension of 1.94 g (0.08 mol) of sodium hydride in 100 ml of tetrahydrofuran is added with stirring under argon dropwise a solution of 17 g. (0.08 mol) of 2-(6-carboxyhexyl)cyclopent-2-en-1-one in 160 ml of tetrahydrofuran. After the addition is complete, the mixture is stirred for 1 hour 15 minutes. The mixture is cooled to 0° C. and 13 ml of oxalyl chloride is added. The mixture is stirred at 0° C. for 30 minutes and at room temperature for 30 minutes. The solution is diluted with 500 ml of ether and filtered through Celite. The solvent is removed from the filtrate and the residue is extracted with hot hexane twice. The hexane is removed to given 16.0 g of the title compound.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US04235797
出典データセットuspto-grants-1980_11
ORD IDord-fdda173381cb41ee83749024f8ed59c1
出典メモuspto-grants-1980_11