化工社化工社 化学情報印刷レポート · 研究参考用
Potassium Carbonate → 3,5-Dimethyl-6-phenanthridinamine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 2-Bromo-4,6-dimethylaniline | HCID 170579 | — |
| 反応物 | 2-(2-Cyanophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 3570229 | — |
| 反応物 | Toluene methanol | HCID 21867641 | — |
| 触媒 | HCID 178418397 | HCID 178418397 | — |
| 生成物 | 3,5-Dimethyl-6-phenanthridinamine | HCID 57453549 | 82% |
反応手順
Added together 2-cyanophenylboronic acid pinacol ester (13.7 g, 60 mmol), 2-bromo-4,6-dimethylaniline (10.0 g, 50 mmol), tetrakis(triphenylphosphine)palladium(0) (2.3 g, 2.0 mmol) and potassium carbonate (18.6 g, 138.21 mol) to a 125 mL of a 95/5 mixture of toluene/methanol. The solvents were degassed and the reaction mixture heated to reflux for 48 hours. After cooling, the reaction mixture was vacuum filtered and the organics evaporated and crude product was purified using silica gel column chromatography treated with triethylamine and 1:9 ethyl acetate and methylene chloride mixture as the eluants. The pure product was collected and concentrated to give 3,5-dimethyl-6-phenanthridinamine (9.1 g, 82% Yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07915415B2 |
| 出典データセット | uspto-grants-2011_03 |
| ORD ID | ord-aaa571c0e10f478faa561de9e085d147 |
| 出典メモ | uspto-grants-2011_03 |