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1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → methyl (2E)-7-(2,3-diphenylacrylamido)heptanoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| 反応物 | 1-Hydroxybenzotriazole | HCID 75771 | — |
| 反応物 | alpha-Phenylcinnamic acid, (E)- | HCID 700620 | — |
| 反応物 | Methyl 7-aminoheptanoate | HCID 11084159 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | methyl (2E)-7-(2,3-diphenylacrylamido)heptanoate | HCID 59475032 | 84.2% |
反応手順
To a solution of (2E)-2,3-diphenylacrylic acid (0.32 g, 1.4 mmol) (prepared according to procedure given in example 1) in DMF (5 mL) was added Methyl-7-aminoheptanoate (0.25 g, 1.3 mmol), EDCI (0.55 g, 2.8 mmol) and HOBt (0.19 g, 1.4 mmol). TEA (0.6 mL, 4.3 mmol) was added dropwise with constant stirring to the above reaction mixture and it was stirred for 2 hours at room temperature. Reaction mixture was diluted with water (100 mL), extracted with ethyl acetate (2×100 mL). The organic layer was washed successively with water (3×50 mL), and brine solution (1×50 mL). The organic layer was dried over Na2SO4 and concentrated to afford the title compound (0.4 g, 61% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08476255B2 |
| 出典データセット | uspto-grants-2013_07 |
| ORD ID | ord-eb66bcd46c0c48cc9358b3ef502ddd39 |
| 出典メモ | uspto-grants-2013_07 |