戻る
化工社化工社 化学情報印刷レポート · 研究参考用
HRID 451371作成日:2026年10月25日

1,4-Dioxa-8-azaspiro(4.5)decane → 8-(3-Methyl-[1,2,4]thiadiazol-5-yl)-1,4-dioxa-8-aza-spiro[4.5]decane

https://huagongshe.com/reaction/451371

反応式

関与物質

役割名称HCID仕込み量
反応物1,4-Dioxa-8-azaspiro(4.5)decaneHCID 67435—
反応物2-(Dicyclohexylphosphino)biphenylHCID 2734216—
反応物5-Chloro-3-methyl-1,2,4-thiadiazoleHCID 12919159—
触媒palladium(II) acetateHCID 167845—
溶媒1,4-DioxaneHCID 31275—
溶媒Sodium chloride; waterHCID 57417360—
生成物8-(3-Methyl-[1,2,4]thiadiazol-5-yl)-1,4-dioxa-8-aza-spiro[4.5]decaneHCID 58397982—

反応条件

温度130 °C

反応手順

To a prestirred solution (10 minutes at room temperature) of palladium(II) acetate (180 mg, 0.001 mmol) and 2-(dicyclohexylphosphino)biphenyl (572 mg, 0.002 mmol) in dioxane (10 mL) were added 1,4-dioxa-8-azaspiro(4,5)decane (1.3 mL, 10 mmol), 5-chloro-3-methyl-[1,2,4]thiadiazole (1.48 g, 11 mmol) and sodium tert-butylate (1.47 g, 15 mmol) and heated in the microwave at 130° C. for 15 minutes. The reaction mixture was diluted with half saturated brine, the aqueous phase was extracted with ethyl acetate, the combined organic phases were dried over sodium sulfate, the solvent was evaporated and the residue was purified by silica gel chromatography using ethyl acetate as eluent. The title compound was obtained as a light yellow solid (1.87 g, 77%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08486967B2
出典データセットuspto-grants-2013_07
ORD IDord-7ccbc31a04fd4186be31720467f31f27
出典メモuspto-grants-2013_07