Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Dimethylformamide → 5-Methylpicolinonitrile
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Dimethylformamide | HCID 6228 | — |
| 반응물 | Dichloromethane | HCID 6344 | — |
| 반응물 | 2-Bromo-5-methylpyridine | HCID 564216 | — |
| 촉매 | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| 촉매 | Zinc | HCID 23994 | — |
| 촉매 | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 생성물 | 5-Methylpicolinonitrile | HCID 74183 | 56% |
반응 단계
A mixture of 2-bromo-5-methylpyridine (2.001 g, 11.63 mmol), zinc cyanide (830 mg, 7 mmol), zinc (dust, 35 mg, 0.53 mmol), [1,1′-bis(diphenylphosphino)ferrocene] dichloropalladium(II), complex with dichloromethane (1:1) (192.5 mg, 0.24 mmol) in N,N-dimethylformamide (10 mL) was heated at reflux for 16 hours. After cooling, the reaction was diluted with ethyl acetate and extracted with water and brine. The organic solution was filtered through a plug of silica gel, washing dichloromethane. Removal of the solvent in vacuo, afforded 770 mg (56%) of 5-methyl-2-cyano-pyridine.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US06660753B2 |
| 출처 데이터셋 | uspto-grants-2003_12 |
| ORD ID | ord-2e27af0b4bbc4ccf8085e124a9ccd2b1 |
| 출처 메모 | uspto-grants-2003_12 |