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Salicylic Acid → Benzyl 3-(2-hydroxybenzamido)butan-2-ylcarbamate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Salicylic Acid | HCID 338 | — |
| 反応物 | Imidazole | HCID 795 | — |
| 反応物 | Dicyclohexylcarbodiimide | HCID 10868 | — |
| 反応物 | Benzyl 3-aminobutan-2-ylcarbamate | HCID 59193262 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | Benzyl 3-(2-hydroxybenzamido)butan-2-ylcarbamate | HCID 67174902 | 40% |
反応手順
To a mixture of benzyl 3-aminobutan-2-ylcarbamate (5.3 g, 23.8 mmol), 2-hydroxybenzoic acid (3.28 g, 23.8 mmol) and imidazole (1.62 g, 23.8 mmol) in EtOAc (180 mL) at 0° C. was slowly added a solution of DCC (4.90 g, 23.8 mmol) in EtOAc (20 mL). The reaction mixture was stirred (RT, 16 h), filtered and concentrated under reduced pressure. The crude product was purified by column chromatography on silica gel, eluting with PE-EtOAc (5:1) to afford benzyl 3-(2-hydroxybenzamido)butan-2-ylcarbamate (3.2 g, 40%) as a colorless oil. Mass calculated for C19H22N2O4=342.39; found: [M+H]+=343.2.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08846972B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-38642b5744a5467297104ac57dccd354 |
| 出典メモ | uspto-grants-2014_09 |