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Ethanol → N-(6-fluoro-2-naphthyl)carbamic acid ethyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethanol | HCID 702 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| 反応物 | 6-Fluoro-2-naphthoic acid | HCID 2782788 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 生成物 | N-(6-fluoro-2-naphthyl)carbamic acid ethyl ester | HCID 68804469 | — |
反応手順
To a suspension of 6-fluoro-2-naphthoic acid (450 mg, 2.37 mmol) and triethylamine (0.66 mL, 4.73 mmol) in 1,4-dioxane (30 mL) at room temperature, is added DPPA (0.77 mL, 3.55 mmol). After stirring at room temperature for 2.5 hours, ethanol (1.38 mL, 23.7 mmol) is added and the reaction is heated to reflux temperature for 12 hours. After cooling to room temperature, the mixture is partitioned between EtOAc and water. The organic layer is washed with brine, dried (Na2SO4) and concentrated by rotary evaporator to give an oil. Flash chromatography on silica gel (3:1 hexanes/EtOAc) gives N-(6-fluoro-2-naphthyl)carbamic acid ethyl ester as an oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07202364B2 |
| 出典データセット | uspto-grants-2007_04 |
| ORD ID | ord-9889c43ee7a0494f9237e9f5a932a7c9 |
| 出典メモ | uspto-grants-2007_04 |