化工社化工社 化学情報印刷レポート · 研究参考用
HRID 1474683作成日:2026年10月25日
2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl → Tert-butyl 2-(4-benzyloxy-2-methoxyphenyl)acetate
https://huagongshe.com/reaction/1474683
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| 反応物 | 4-(Benzyloxy)-1-bromo-2-methoxybenzene | HCID 12985923 | — |
| 反応物 | HCID 178451183 | HCID 178451183 | — |
| 触媒 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | Tert-butyl 2-(4-benzyloxy-2-methoxyphenyl)acetate | HCID 67304738 | 98.2% |
反応手順
To a solution of 4-(benzyloxy)-1-bromo-2-methoxybenzene (2.0 g, 6.82 mmol) in THF (20 ml) was added 2-tert-butoxy-2-oxoethylzinc chloride (27.3 ml, 13.64 mmol). Nitrogen gas bubbled through the mixture for 10 min. then Pd2(dba)3 (0.312 g, 0.341 mmol) and X-PHOS (0.325 g, 0.682 mmol) were added and the resulting mixture heated at 60° C. for 30 min. The mixture was cooled, diluted with ethyl acetate (20 mL), washed with aqueous ammonium chloride (saturated, 1×15 mL), dried over MgSO4, filtered and the solvent evaporated under reduced pressure. The residue was purified by column chromatography on silica gel Biotage 50M, using a gradient eluant of EtOAc/Hexane (0-50%) to afford the title compound (2.2 g, 98%). LC/MS (m/z): 351 (M+Na)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US09018224B2 |
|---|
| 出典データセット | uspto-grants-2015_04 |
|---|
| ORD ID | ord-4f19ee91f67c4e97a22644771a898395 |
|---|
| 出典メモ | uspto-grants-2015_04 |
|---|