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Toluene → Methyl 3-(4-trifluoromethylphenylamino)-2-pentenoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Toluene | HCID 1140 | — |
| 反応物 | 4-(Trifluoromethyl)aniline | HCID 9964 | — |
| 反応物 | Methyl 3-oxovalerate | HCID 121699 | — |
| 触媒 | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | Methyl 3-(4-trifluoromethylphenylamino)-2-pentenoate | HCID 68545758 | 75.8% |
反応手順
In a 2L-flask were placed 4-trifluoromethylaniline (161 g, 1.00 mol), methyl 3-oxopentanoate (143 g, 1.10 mol) and toluene (640 ml). To this solution was added p-toluenesulfonic acid monohydrate (3.2 g, 0.017 mol), and the resulting mixture was heated in a bath kept at 100° C. under a reduced pressure of 27 kPa, while the water generated was taken out of the reaction system by using a Dean-Stark trap under reflux. After 15 hours, the heating was discontinued, nitrogen leaked in, and the reaction mixture cooled. The solvent was evaporated by means of a rotary-evaporator, and the residue was distilled under reduced pressure to give 207 g of the title compound. The yield was 75.8%.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07601842B2 |
| 出典データセット | uspto-grants-2009_10 |
| ORD ID | ord-fbf8b10172544378a5bf05e890f84571 |
| 出典メモ | uspto-grants-2009_10 |