化工社化工社 化学情報印刷レポート · 研究参考用
p-Toluenesulfonic acid → Ethyl 3-(N,N-dimethylamino)acrylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | p-Toluenesulfonic acid | HCID 6101 | — |
| 反応物 | Ethyl 4,4,4-trifluoroacetoacetate | HCID 67793 | — |
| 反応物 | Dimethylformamide dimethyl acetal | HCID 78373 | — |
| 反応物 | Butanoic acid, 2-[(dimethylamino)methylene]-4,4,4-trifluoro-3-oxo-, ethyl ester | HCID 53979199 | — |
| 生成物 | Ethyl 3-(N,N-dimethylamino)acrylate | HCID 121015 | 75% |
反応手順
My result is especially surprising in view of the results reported by Beck et al., vide supra, who attempted to prepare (2) by reacting ethyl trifluoroacetoacetate with DMF dimethyl acetal in the presence of a catalytic quantity of p-toluenesulfonic acid. The reaction resulted in the formation of ethyl 3-(N,N-dimethylamino)-2-propenoate (4) in 75% yield. Presumably, the methanol by-product further reacted with the target compound (2) to give the unexpected product and methyl trifluoroacetate.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06207828B1 |
| 出典データセット | uspto-grants-2001_03 |
| ORD ID | ord-d9087534728c4894a67931609e177ef0 |
| 出典メモ | uspto-grants-2001_03 |