Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
1,3-Dibromobenzene → 3'-Bromo-2-methoxybiphenyl
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 1,3-Dibromobenzene | HCID 7927 | — |
| 반응물 | Sodium Bicarbonate | HCID 516892 | — |
| 반응물 | 2-Methoxyphenylboronic acid | HCID 2733958 | — |
| 촉매 | HCID 178418476 | HCID 178418476 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | 1,2-Dimethoxyethane | HCID 8071 | — |
| 생성물 | 3'-Bromo-2-methoxybiphenyl | HCID 18668621 | 190.7% |
반응 단계
A mixture of 2-methoxyphenylboronic acid (4.3 g, 28.3 mmol), 3,5-dibromobenzene (20 g, 85.5 mmol, 3 equiv.) and bis(triphenylphosphine)palladium(II) dichloride (100 mg) in ethyleneglycol dimethylether (25 mL) and a solution of sodium bicarbonate (8.2 g, 0.098 mol) in water (140 mL) were kept at reflux under nitrogen with good stirring overnight. After cooling, the reaction mixture was partitioned between ethyl acetate (600 mL) and water (300 mL). The organic phase was washed with water (2×300 mL), dried over sodium sulfate and filtered. The solvent was removed in vacuo and the crude product was purified by chromatography on silica (150 g) with heptane (6 L) to afford pure 21 (14.2 g, 58%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08541522B2 |
| 출처 데이터셋 | uspto-grants-2013_09 |
| ORD ID | ord-da2289bbb0d444e6a1e174ec6f92aef7 |
| 출처 메모 | uspto-grants-2013_09 |