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Water → Tert-butyl 2-(4-nitro-1,3-dioxoisoindolin-2-yl)acetate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | 3-Nitrophthalimide | HCID 11779 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | tert-Butyl bromoacetate | HCID 79177 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | Tert-butyl 2-(4-nitro-1,3-dioxoisoindolin-2-yl)acetate | HCID 7563784 | 90% |
反応手順
To a solution of 3-nitrophthalimide (1 g, 5.20 mmol) in dry DMF (35 ml), cooled in an ice bath, NaH (60% w/w dispersion in mineral oil, 0.250 g, 6.25 mmol) was added, followed after 15 minutes by t-butyl bromoacetate (0.845 ml, 5.73 mmol). After stirring for 1 hour at room temperature, the mixture was poured into water and the resulting precipitate was washed with water and with a little amount of Et2O; after drying, tert-butyl 2-(4-nitro-1,3-dioxoisoindolin-2-yl)acetate was obtained (1.44 g, 4.70 mmol, 90% yield, MS/ESI+ 328.9 [MNa]+).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09024027B2 |
| 出典データセット | uspto-grants-2015_05 |
| ORD ID | ord-2f05403a62424814a361be8fe34a9e1b |
| 出典メモ | uspto-grants-2015_05 |