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2-Propenamide, 3-phenyl- → Methyl (5-methyl-2-styrylthiazole-4-yl)acetate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-Propenamide, 3-phenyl- | HCID 12135 | — |
| 反応物 | Lawesson's reagent | HCID 87949 | — |
| 反応物 | Methyl 4-bromo-3-oxopentanoate | HCID 9815681 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | Methyl (5-methyl-2-styrylthiazole-4-yl)acetate | HCID 86594853 | 86.9% |
反応手順
Cinnamamide (3.27 g) was dissolved in tetrahydrofuran (33 ml), and Lawesson's reagent (4.94 g) was added. The mixture was refluxed for 3 h and methyl 4-bromo-3-oxopentanoate (6.97 g) was added. The mixture was further refluxed for 11 h. Tetrahydrofuran was evaporated under reduced pressure and ethyl acetate (300 ml) was added to the obtained residue. The mixture was washed with water (200 ml) and then with saturated brine (200 ml), and dried (Na2SO4). Ethyl acetate was evaporated under reduced pressure and the obtained residue was purified by column chromatography to give methyl (5-methyl-2-styrylthiazole-4-yl)acetate (2.9 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07557123B2 |
| 出典データセット | uspto-grants-2009_07 |
| ORD ID | ord-a1c5a391e4c7465e901417098647f6eb |
| 出典メモ | uspto-grants-2009_07 |