関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | N-Methylpropylamine | HCID 12315 | — |
| 反応物 | Ammonium Chloride | HCID 25517 | — |
| 反応物 | 1-Hydroxybenzotriazole | HCID 75771 | — |
| 反応物 | 5-Bromoisophthalic acid | HCID 90073 | — |
| 反応物 | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| 反応物 | 3-Bromo-5-(methoxycarbonyl)benzoic acid | HCID 22593641 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | Methyl 3-bromo-5-(methyl(propyl)carbamoyl)benzoate | HCID 57529325 | 46% |
反応手順
Add N-methylpropylamine (5.14 g, 70.4 mmol) to a mixture of 5-bromo-isophthalic acid monomethyl ester and 5-bromo-isophthalic acid (18.2 g), 1-hydroxybenzotriazole (9.5 g, 70.4 mmol), and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (13.5 g, 70.4 mmol) in dichloromethane (200 mL). Stir the solution for 2 h at room temperature. Add saturated aqueous ammonium chloride (100 mL) and acidify the mixture with 1 N HCl. Filter away the precipitate, extract the filtrate with dichloromethane, wash the organic extracts with 1 N HCl, saturated aqueous sodium bicarbonate, saturated aqueous sodium chloride, dry (magnesium sulfate), concentrate and purify (silica gel chromatography, eluting with 30:70 ethyl acetate:hexanes) to give the title compound as an oil (10.1 g, 46%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US07618978B2 |
|---|
| 出典データセット | uspto-grants-2009_11 |
|---|
| ORD ID | ord-b4a49b99652d405b815196d3ea594cff |
|---|
| 出典メモ | uspto-grants-2009_11 |
|---|
