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2-Benzoylcyclohexanone → ethyl (S)-2-(2-benzoylphenylamino)-3-(3'-methylaminobiphenyl-4-yl)propionate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-Benzoylcyclohexanone | HCID 275627 | — |
| 反応物 | ethyl (S)-2-amino-3-(3'-methylaminobiphenyl-4-yl)propionate | HCID 86601617 | — |
| 触媒 | Palladium | HCID 23938 | — |
| 溶媒 | Anisole | HCID 7519 | — |
| 生成物 | ethyl (S)-2-(2-benzoylphenylamino)-3-(3'-methylaminobiphenyl-4-yl)propionate | HCID 69685584 | 55.8% |
反応手順
5.7 g (22.1 mmol) of ethyl (S)-2-amino-3-(3′-methylaminobiphenyl-4-yl)propionate and 5.8 g (28.7 mmol) of 2-benzoylcyclohexanone are dissolved in 10 ml of anisole. 0.6 g of 10% palladium-on-charcoal are added and the reaction medium is then refluxed using a Dean-Stark apparatus for 16 h. The cooled reaction medium is filtered through celite, rinsed with ethyl acetate and concentrated. The residue obtained is purified by chromatography on a column of silica and eluted with a 7/3 heptane/ethyl acetate mixture. 5.9 g of desired product are isolated with a 49% yield.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07452878B2 |
| 出典データセット | uspto-grants-2008_11 |
| ORD ID | ord-5c54cfe186944ee3b0d444c9ffb1752e |
| 出典メモ | uspto-grants-2008_11 |