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Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester → 4-(2-Pyridyl)-4-oxo-2-butenoic acid, methyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester | HCID 17453 | — |
| 反応物 | 2-Bromoacetamidopyridine | HCID 38384 | — |
| 溶媒 | Benzene | HCID 241 | — |
| 生成物 | 4-(2-Pyridyl)-4-oxo-2-butenoic acid, methyl ester | HCID 86737542 | — |
反応手順
A solution of 33.4 g of carbomethoxymethylene triphenylphosphine [Helv. Chim. Acta. 40, 1242 (1957)] in 500 ml of dry benzene under nitrogen is treated with 10 g of 2-(bromoacetyl)pyridine and heated at reflux temperature for 2 hours. The reaction mixture is cooled and filtered to remove carbomethoxymethyl triphenylphosphonium bromide. The filtrate, containing triphenylphosphine, is treated with methyl bromoacetate and heated at reflux temperature for 2 hours. Cooling and filtration removes additional phosphonium salt. The filtrate is concentrated in vacuo yielding the title compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04254267 |
| 出典データセット | uspto-grants-1981_03 |
| ORD ID | ord-9a5a6a6380dd44f8a41023491fe93aa0 |
| 出典メモ | uspto-grants-1981_03 |