Nitric Acid → 2,5-Dimethyl-1H-imidazole-4-carbaldehyde
反応式
[CH3:1][C:2]1[NH:3][C:4]([CH3:9])=[C:5]([CH2:7][OH:8])[N:6]=1.[N+]([O-])(O)=O.C(=O)([O-])[O-].[Na+].[Na+]>>[CH3:1][C:2]1[NH:3][C:4]([CH3:9])=[C:5]([CH:7]=[O:8])[N:6]=1参加物
4
実験手順
A 42.2 gm. portion of 2,5-dimethyl-4-imidazolemethanol and 44.8 ml. of concentrated nitric acid are mixed. When the initial reaction subsides, the solution is heated on a steam bath for one hour. The reaction mixture is neutralized with concentrated aqueous sodium carbonate, then concentrated under vacuum. After leaching the residue with 150 ml. of hot ethanol several times, the combined organic solutions are concentrated under vacuum. Chromatographing the residual oil on silica gel gives a solid which is recrystallized from 2-propanol-ethyl acetate to give the desired product, m.p. 164.5°-166° C.
後処理
- customWhen the initial reaction subsides
- temperaturethe solution is heated on a steam bath for one hour
- concentrationconcentrated under vacuum
- concentrationof hot ethanol several times, the combined organic solutions are concentrated under vacuum
- customChromatographing the residual oil on silica gel gives a solid which
- customis recrystallized from 2-propanol-ethyl acetate
出典と根拠
- ORDレコード
- ord-5b940e22f28a4bd08d27dcd81b06e1c0
- 出典データセット
- uspto-grants-1978_08
- 特許番号
- US04107308
反応ノート
読み込み中…