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1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 2-(4-Pentyloxybenzamido)-4'-bromoacetophenone
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 | Benzoic acid, 4-(pentyloxy)- | HCID 85153 | — |
| 反応物 | 2-Amino-1-(4-bromophenyl)ethan-1-one hydrochloride | HCID 2798216 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 2-(4-Pentyloxybenzamido)-4'-bromoacetophenone | HCID 18331089 | 18.9% |
反応手順
To a solution of 2-amino-4′-bromoacetophenone hydrochloride (8.2 g), 4-pentyloxybenzoic acid (6.8 g) and 1-hydroxybenzotriazole (4.42 g) in dichloromethane (80 ml) was added 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide (WSCD) (6.0 ml), and stirred for 3 hours at ambient temperature. The reaction mixture was diluted with dichloromethane (800 ml), and washed with 1N hydrochloric acid, saturated sodium hydrogen carbonate aqueous solution and brine. The organic layer was dried over magnesium sulfate. Magnesium sulfate was filtered off, and the filtrate was evaporated under reduced pressure. The solids were slurried in ethyl acetate, and collected by filtration to give 2-(4-pentyloxybenzamido)-4′-bromoacetophenone (2.49 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06331521B1 |
| 出典データセット | uspto-grants-2001_12 |
| ORD ID | ord-7f65e92f3b3b4e5cb04dfdc1f680f4aa |
| 出典メモ | uspto-grants-2001_12 |