Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
4-Aminobenzonitrile → 4-Cyanophenyl,3-(3,6-diphenyl-9-carbazolyl)phenylaniline
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 4-Aminobenzonitrile | HCID 13396 | — |
| 반응물 | Tris(1,1-dimethylethyl)phosphine | HCID 83681 | — |
| 반응물 | 9-(3-bromophenyl)-3,6-diphenyl-9H-Carbazole | HCID 58142231 | — |
| 반응물 | sodium 2-methylpropan-2-olate | HCID 178418730 | — |
| 촉매 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 용매 | Toluene | HCID 1140 | — |
| 생성물 | 4-Cyanophenyl,3-(3,6-diphenyl-9-carbazolyl)phenylaniline | HCID 86696080 | 80% |
반응 단계
9.0 g of carbazole from step (2b) above and 2.23 g 4-aminobenzonitrile were mixed in 60 mL toluene in nitrogen filled glove box. 0.4 g Pd2DBA3 and 0.18 g tri-t-butylphosphine were added followed quickly by 1.81 g t-BuONa. The mixture was heated briefly to reflux then held at 80° C. overnight in the glove box with vigorous stirring. After cooling the reaction was chromatographed on silica using a gradient of DCM:hexanes (1:4 to 4:1) to elute the product which upon concentration and addition of hexanes precipitated the desired product in ˜80% yield (˜6.5 g) with structure confirmed by 1-H nmr spectroscopy.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US09276217B2 |
| 출처 데이터셋 | uspto-grants-2016_03 |
| ORD ID | ord-d6b58b983ff44ccb81e17d6aeb73a5a6 |
| 출처 메모 | uspto-grants-2016_03 |