Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Dimethylformamide → 3-Chloro-5-fluorobenzonitrile
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Dimethylformamide | HCID 6228 | — |
| 반응물 | Dichloromethane | HCID 6344 | — |
| 반응물 | 1-Bromo-3-chloro-5-fluorobenzene | HCID 2736223 | — |
| 촉매 | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| 촉매 | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 생성물 | 3-Chloro-5-fluorobenzonitrile | HCID 2734841 | 85% |
반응 단계
A mixture of 1-bromo-3-chloro-5-fluorobenzene (25.0 g, 120 mmol), zinc cyanide (8.45 g, 72 mmol) zinc (dust, 235 mg, 3.6 mmol), [1,1′Bis(diphenylphosphino)ferrocene] dichloropalladium(II), complex with dichloromethane (1:1) (1.5 g, 1.8 mmol) in N,N-dimethylformamide (70 ml) was heated at reflux for 1 hour. After cooling the reaction was diluted with ethyl acetate and extracted with water and brine. Silica gel chromatography afforded 15.9g (85%) 3-chloro-5-fluorobenzonitrile.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US06660753B2 |
| 출처 데이터셋 | uspto-grants-2003_12 |
| ORD ID | ord-fe64569d0052442c86fc9381718ba59e |
| 출처 메모 | uspto-grants-2003_12 |