Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Toluene → 2-(4'-Bromophenyl)aniline
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Toluene | HCID 1140 | — |
| 반응물 | Sodium Carbonate | HCID 10340 | — |
| 반응물 | 2-Iodoaniline | HCID 11995 | — |
| 반응물 | (4-Bromophenyl)boronic acid | HCID 79599 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 생성물 | 2-(4'-Bromophenyl)aniline | HCID 11368633 | 64% |
반응 단계
Combine 4-bromophenylboronic acid (6.064 g, 30.195 mmol), 2-iodo-phenylamine (5.532 g, 25.257 mmol), toluene, 2N Na2CO3 (13 ml, 26 mmol), and tetrakis(triphenyl-phosphine)palladium(0) (0.849 g) and heat to 80° C. After 4 hours cool to room temperature and stir for 16 hours. Dilute the reaction with EtOAc and back extract water layer with EtOAc. Combine the organic layers and wash with H2O, and dry over Na2SO4, filter, and concentrate under reduced pressure. Purify the residue by flash chromatography (silica gel), eluting with first hexane and increasing up to 10% EtOAc/Hexane to afford 4′-bromo-biphenyl-2-ylamine (4.008 g, 64%). LCMS 247.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07393868B2 |
| 출처 데이터셋 | uspto-grants-2008_07 |
| ORD ID | ord-637d8c2b089c435c9e47f43bbec47e09 |
| 출처 메모 | uspto-grants-2008_07 |