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HRID 58942作成日:2026年10月25日

Chlorosuccinimide → 3-(2-Chlorophenyl)-5-((2,6-difluorobenzyloxy)methyl)-5-methyl-4,5-dihydroisoxazole

https://huagongshe.com/reaction/58942

反応式

関与物質

役割名称HCID仕込み量
反応物ChlorosuccinimideHCID 31398—
反応物o-ChlorobenzaldoximeHCID 96239—
反応物Sodium BicarbonateHCID 516892—
反応物1,3-Difluoro-2-((2-methylallyloxy)methyl)benzeneHCID 11264071—
触媒Tetrabutylammonium IodideHCID 67553—
溶媒1,2-DichloroethaneHCID 11—
溶媒DimethylformamideHCID 6228—
溶媒DichloromethaneHCID 6344—
生成物3-(2-Chlorophenyl)-5-((2,6-difluorobenzyloxy)methyl)-5-methyl-4,5-dihydroisoxazoleHCID 9032930479%

反応手順

224 mg of 2-chlorobenzaldehyde oxime was dissolved in 4 mL of 1,2-dichloroethane, and then, 230 mg of N-chlorosuccinimide and 0.4 mL of dimethylformamide were slowly added thereto at a temperature of 0° C. The reaction mixture was stirred at room temperature for 1 hour, and then, the reaction state was confirmed by TLC. When the oxime, which was a starting material, disappeared, the reaction mixture was cooled to a temperature 0° C., and then, 182 mg of NaHCO3, 27 mg of tetrabutylammonium iodide, and 342 mg of 1,3-difluoro-2-((2-methylallyloxy)methyl)benzene were sequentially, slowly added thereto. The reaction mixture was stirred at room temperature overnight, and then, diluted with dichloromethane and then washed with water, and the obtained organic layer was dried by using magnesium sulfate and concentrated, and the concentrate was separated by silicagel column chromatography to obtain 400 mg of 3-(2-chlorophenyl)-5-((2,6-difluorobenzyloxy)methyl)-5-methyl-4,5-dihydroisoxazole.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09439432B2
出典データセットuspto-grants-2016_09
ORD IDord-48619173a53248a19f95cec802601166
出典メモuspto-grants-2016_09