Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Bromobenzene → [1,1'-Biphenyl]-3-carbonitrile
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Bromobenzene | HCID 7961 | — |
| 반응물 | Ethyl Acetate | HCID 8857 | — |
| 반응물 | Cesium carbonate | HCID 10796 | — |
| 반응물 | 3-Cyanophenylboronic acid | HCID 2734325 | — |
| 촉매 | HCID 178418397 | HCID 178418397 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | [1,1'-Biphenyl]-3-carbonitrile | HCID 34340 | 67.3% |
반응 단계
To a solution of 3-cyanophenylboronic acid (1.0 g, 6.81 mmol) and bromobenzene (1.07 g, 6.81 mmol) in N,N-dimethylformamide (100 mL) were added tetrakis(triphenylphosphine)palladium(0) (0.393 g, 0.341 mmol) and cesium carbonate (2.77 g, 8.51 mmol) under nitrogen atmosphere, and the mixture was stirred for 4 hours under reflux. The reaction mixture was allowed to room temperature, ethyl acetate and water were added for partitioning, the organic layer was washed with water and dried over anhydrous magnesium sulfate. The solvent was evaporated, the residue was purified by silica gel column chromatography (hexane:ethyl acetate=10:1), and biphenyl-3-carbonitrile (821 mg, 67%) was obtained as a yellow solid.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07932272B2 |
| 출처 데이터셋 | uspto-grants-2011_04 |
| ORD ID | ord-2cd821fa646f4c25874bd3000f655fec |
| 출처 메모 | uspto-grants-2011_04 |