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Sodium Carbonate → 5-(4-Chlorophenyl)-2-methylpyridine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | 4-Chlorophenylboronic acid | HCID 74299 | — |
| 反応物 | Lithium Chloride | HCID 433294 | — |
| 反応物 | 5-Phenyl-2-picoline N-oxide | HCID 14980528 | — |
| 触媒 | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 5-(4-Chlorophenyl)-2-methylpyridine | HCID 12367075 | — |
反応手順
The trifluoromethane sulfonate from Step 1 (500 mg) was dissolved in 10 mL of toluene, 5 mL of EtOH, and 1.6 mL of 2M aqueous Na2CO3. Then 203 mg LiCl, 411 mg of 4-chlorobenzeneboronic acid (Lancaster) and 832 mg of tetrakis (triphenylphosphine) palladium were added successively. The resulting reaction mixture was heated up to 90°-95° C. for 1 hour. The reaction mixture was cooled down to room temperature, EtOAc was added and the organic phase was washed with 1N NaOH, brine, dried over MgSO4, filtered and concentrated. Purification by flash chromatography using hexane:EtOAc 3:2 gave the title compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05202321 |
| 出典データセット | uspto-grants-1993_04 |
| ORD ID | ord-9a1ce540832d42acad73b1a8bff37a48 |
| 出典メモ | uspto-grants-1993_04 |