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HRID 858860作成日:2026年10月26日

Diisopropylamine → 1-Cyclopentyl-5-(4-hydroxy-2,5-dimethyl-phenyl)-pent-4-yn-1-one

https://huagongshe.com/reaction/858860

反応式

関与物質

役割名称HCID仕込み量
反応物DiisopropylamineHCID 7912—
反応物1-Cyclopentyl-pent-4-yn-1-oneHCID 22499799—
触媒Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
触媒HCID 178418476HCID 178418476—
溶媒DimethylformamideHCID 6228—
溶媒Ethyl AcetateHCID 8857—
生成物1-Cyclopentyl-5-(4-hydroxy-2,5-dimethyl-phenyl)-pent-4-yn-1-oneHCID 5876250219%

反応手順

A solution of 1-cyclopentyl-pent-4-yn-1-one (0.33 g, 2.2 mmol) from example F(7), Step 2,4-iodo-2,5-dimethyl-phenol (0.54 g, 2.2 mmol), copper (I) iodide (33 mg, 0.18 mmol), trans-dichlorobis(triphenylphosphine)palladium (II) (63 mg, 0.09 mmol), and diisopropylamine (2.2 mL) in DMF (2.2 mL) was heated to 100° C. for 30 minutes. The reaction was cooled to room temperature and diluted with 10 mL of EtOAc. The resulting slurry was filtered, and the mother liquor was concentrated to a black oil. The oil was then purified by flash chromatography to give the desired product (112 mg, 19% yield).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07148226B2
出典データセットuspto-grants-2006_12
ORD IDord-254ee27bfed648038d4dfd2fcebf474e
出典メモuspto-grants-2006_12