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Sodium hydride → 2-Butyl 4-methyl-1-[(4-nitrophenyl)methyl]-1H-benzimidazole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | 4-Nitrobenzyl bromide | HCID 66011 | — |
| 反応物 | HCID 178418620 | HCID 178418620 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 2-Butyl 4-methyl-1-[(4-nitrophenyl)methyl]-1H-benzimidazole | HCID 19797536 | 87.5% |
反応手順
To a slurry of NaH (60%, 0.21 g. 5.3 mmol) in DMF was added with stirring a solution of 2-butyl-4-methyl-benzimidazole (1 g. 5.3 mmol) in DMF (20 mL under nitrogen atmosphere. After the gas evolution was complete, the reaction mixture was cooled in ice and a solution of 4-nitrobenzyl bromide (1.5 g, 5.3 mmol) in DMF (5 mL) was added with stirring. The reaction mixture was allowed to warm up slowly to room temperature and stirred for 16 hours. DMF was distilled under reduced pressure and the residue was taken up in EtOAc, and the solution was washed with water. It was dried over MgSO4 and evaporated to give a solid which was chromatographed (CH2Cl2 /EtOAc 4/1-EtOAc) to give 1.5 g of a solid, MP 115°-116° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05242939 |
| 出典データセット | uspto-grants-1993_09 |
| ORD ID | ord-8b03c4b147cc4e73961cfb46cd3fddcd |
| 出典メモ | uspto-grants-1993_09 |