Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Toluene → 3-(5-Chloro-3'-nitro-biphenyl-2-yl)-propionaldehyde
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Toluene | HCID 1140 | — |
| 반응물 | 3-Nitrophenylboronic Acid | HCID 1677 | — |
| 반응물 | Sodium Carbonate | HCID 10340 | — |
| 반응물 | 2-Bromo-4-chloroaniline | HCID 70110 | — |
| 촉매 | HCID 178418397 | HCID 178418397 | — |
| 용매 | Ethanol | HCID 702 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 생성물 | 3-(5-Chloro-3'-nitro-biphenyl-2-yl)-propionaldehyde | HCID 86055408 | — |
반응 단계
Heat a mixture of 2-bromo-4-chloro-phenylamine (8.24 g, 40 mmol), 3-nitrophenylboronic acid (10.0 g, 60 mmol), Pd(PPh3)4 (2.8 g) and Na2CO3 (17.0 g) in toluene (200.0 mL), EtOH (30.0 mL) and water (80.0 mL) to 80° C. (oil bath) with stirring overnight. Cool to room temperature, dilute the mixture with EtOAc, filter and concentrate. Dissolve the residue in EtOAc, wash with brine and dry over Na2SO4. Chromatograph the crude material on silica (gradient 25% EtOAc in hexane) to give 5.27 g of the desired product as a yellowish crystal.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07449477B2 |
| 출처 데이터셋 | uspto-grants-2008_11 |
| ORD ID | ord-51ecd0902f6c43c5a2a4e4835813cd3a |
| 출처 메모 | uspto-grants-2008_11 |