Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 58944생성일: 2026년 10월 25일
Chlorosuccinimide → 5-((2,6-Difluorobenzyloxy)methyl)-3-(2-fluorophenyl)-5-methyl-4,5-dihydroisoxazole
https://huagongshe.com/reaction/58944
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Chlorosuccinimide | HCID 31398 | — |
| 반응물 | Sodium Bicarbonate | HCID 516892 | — |
| 반응물 | Benzaldehyde, 2-fluoro-, oxime | HCID 587025 | — |
| 반응물 | 1,3-Difluoro-2-((2-methylallyloxy)methyl)benzene | HCID 11264071 | — |
| 촉매 | Tetrabutylammonium Iodide | HCID 67553 | — |
| 용매 | 1,2-Dichloroethane | HCID 11 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | 5-((2,6-Difluorobenzyloxy)methyl)-3-(2-fluorophenyl)-5-methyl-4,5-dihydroisoxazole | HCID 89491867 | 79.9% |
반응 단계
200 mg of 2-fluorobenzaldehyde 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 385 mg of 5-((2,6-difluorobenzyloxy)methyl)-3-(2-fluorophenyl)-5-methyl-4,5-dihydroisoxazole.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US09439432B2 |
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| 출처 데이터셋 | uspto-grants-2016_09 |
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| ORD ID | ord-bc440beb8dc04a50ba36f8a9ea5a7946 |
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| 출처 메모 | uspto-grants-2016_09 |
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