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Benzyl azide → 2-(1-benzyl-1H-1,2,3-triazol-4-yl)benzaldehyde
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Benzyl azide | HCID 12152 | — |
| 反応物 | 2-Ethynylbenzaldehyde | HCID 640368 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 2-(1-benzyl-1H-1,2,3-triazol-4-yl)benzaldehyde | HCID 86652420 | 65% |
| 生成物 | 2-(1-benzyl-1H-1,2,3-triazol-5-yl)benzaldehyde | HCID 86652421 | 30% |
反応手順
A solution of 2-ethynylbenzaldehyde (200 mg, 1.54 mmol) and benzyl azide (0.38 mL, 3.0 mmol) in 2.0 mL of N,N-dimethylformamide was stirred at 80° C. overnight. The reaction mixture was diluted with water, and the solution was extracted with a 5:1 solution (12 mL) of ethyl acetate and hexane. The extract was washed with water, brine, and dried over MgSO4. After filtration, the filtrate was concentrated in vacuo, and the residue was purified with silica gel column chromatography (hexane/ethyl acetate=80/20 to 60/40) to obtain 2-(1-benzyl-1H-1,2,3-triazol-4-yl)benzaldehyde (259 mg, 65%) and 2-(1-benzyl-1H-1,2,3-triazol-5-yl)benzaldehyde (118 mg, 30%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08552220B2 |
| 出典データセット | uspto-grants-2013_10 |
| ORD ID | ord-5f6252eb299946e0bd73a3877ad94ae8 |
| 出典メモ | uspto-grants-2013_10 |