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Aminoacetaldehyde dimethyl acetal → N-(2,2-dimethoxyethyl)-3-fluoro-4-nitro-benzamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Aminoacetaldehyde dimethyl acetal | HCID 89728 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | 3-Fluoro-4-nitrobenzoyl chloride | HCID 2774656 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | N-(2,2-dimethoxyethyl)-3-fluoro-4-nitro-benzamide | HCID 55103942 | 90% |
反応手順
To a cooled solution of amino acetaldehyde dimethyl acetal (0.91 mL, 8.30 mmol) in dry tetrahydrofuran (15 mL) was added sodium bicarbonate (769 mg, 9.16 mmol) and then a solution of 3-fluoro-4-nitro-benzoyl chloride (1.7 g, 8.30 mmol) in dry tetrahydrofuran (15 mL) was added dropwise at 0° C. over a period of 30 min. The reaction mixture was stirred overnight at ambient temperature, the solvent was removed in vacuo, and the residue was diluted with water and extracted with ethyl acetate. The organic layer was washed with water, brine, dried over anhydrous sodium sulfate and concentrated to yield N-(2,2-dimethoxyethyl)-3-fluoro-4-nitro-benzamide (2.0 g, 90%) as a brown liquid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08993574B2 |
| 出典データセット | uspto-grants-2015_03 |
| ORD ID | ord-04c7b18cf44d467fb5570f91c6069339 |
| 出典メモ | uspto-grants-2015_03 |