化工社化工社 化学情報印刷レポート · 研究参考用
Toluene → methyl N-[(3'-cyanobiphenyl-4-yl)sulfonyl]valinate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Toluene | HCID 1140 | — |
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | 3-Cyanophenylboronic acid | HCID 2734325 | — |
| 反応物 | methyl N-[(4-bromophenyl)sulfonyl]-L-valinate | HCID 47337186 | — |
| 触媒 | HCID 178418397 | HCID 178418397 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | methyl N-[(3'-cyanobiphenyl-4-yl)sulfonyl]valinate | HCID 66769160 | 97% |
反応手順
A suspension of methyl N-[(4-bromophenyl)sulfonyl]valinate obtained in Reference Example 92 (5.00 g, 14.3 mmol), (3-cyanophenyl)boronic acid (2.52 g, 17.1 mmol), tetrakis(triphenylphosphine)palladium (0.330 g, 0.286 mmol) and 2N aqueous sodium carbonate solution (8.57 mL, 17.1 mmol) in EtOH (15 mL)-toluene (50 mL) was heated under reflux for 8 hr under nitrogen atmosphere. The reaction mixture was diluted with ethyl acetate, washed with water and saturated brine, and dried over sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was crystallized from hexane-ethyl acetate to give the title compound as a yellow powder (5.18 g, 97%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07915267B2 |
| 出典データセット | uspto-grants-2011_03 |
| ORD ID | ord-8b03e056be9b4eecb0cb5a8f50d27b6a |
| 出典メモ | uspto-grants-2011_03 |