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Cesium carbonate → (E)-methyl 2-(2-((4-formyl-2,5-dimethylphenoxy)methyl)phenyl)-3-methoxyacrylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | (E)-methyl 2-(2-(bromomethyl)phenyl)-3-methoxyacrylate | HCID 9925856 | — |
| 反応物 | 4-Hydroxy-2,5-dimethyl-benzaldehyde | HCID 12827290 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | (E)-methyl 2-(2-((4-formyl-2,5-dimethylphenoxy)methyl)phenyl)-3-methoxyacrylate | HCID 86666585 | 71% |
反応手順
(E)-methyl 2-(2-(bromomethyl)phenyl)-3-methoxyacrylate (1.0 g, 3.5 mmol) was reacted with 4-hydroxy-2,5-dimethylbenzaldehyde (0.6 g, 4.2 mmol) at room temperature for 3 hours in 20 mL of acetonitrile (CH3CN) in the presence of cesium carbonate (1.7 g, 5.2 mmol) with stirring. After concentration in a vacuum to remove the reaction solvent, the residue was stirred in water (20 mL) and the aqueous layer was extracted twice with 20 mL of dichloromethane. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated in a vacuum. The residue was purified by silica gel chromatography to afford (E)-methyl 2-(2-((4-formyl-2,5-dimethylphenoxy)methyl)phenyl)-3-methoxyacrylate as a white solid (0.88 g, yield 71%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08772290B2 |
| 出典データセット | uspto-grants-2014_07 |
| ORD ID | ord-b03c03705ed244fc8fd0e0a1eaf3d1eb |
| 出典メモ | uspto-grants-2014_07 |