関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Dichloromethane | HCID 6344 | — |
| 反応物 | Benzylamine | HCID 7504 | — |
| 反応物 | Ethyl bromoacetate | HCID 7748 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 生成物 | N-Benzylglycine ethyl ester | HCID 80908 | 75% |
反応手順
To a solution of ethyl bromoacetate (2.22 mL, 20.0 mmol) in 1,4-dioxane (40 mL) is added N,N-diisopropylethylamine (7.0 mL, 40.0 mol) and benzylamine (3.3 mL, 30.0 mmol), and the mixture is heated at 90° C. for 3 h. The reaction mixture is cooled to RT, dichloromethane is added, and the solution is washed with water, brine, then dried (MgSO4), and filtered. The filtrate is evaporated, and the residue is residue purified by chromatography on silica gel; elution with EtOAc:MeOH:heptane (35:5:60) gives 2.9 g of the product 421. 1H NMR (CDCl3) δ 7.4-7.3 (m, 6 H), 4.19 (q, 2 H), 3.80 (s, 2 H), 3.40 (s, 2 H), 1.25 (t, 3 H); MS: m/z 194 (M++1).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07741493B2 |
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| 出典データセット | uspto-grants-2010_06 |
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| ORD ID | ord-8f0bf5e36b304a20b2feff7f945e6f61 |
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| 出典メモ | uspto-grants-2010_06 |
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