Dimethylformamide → Methyl 5-chloro-2-methyl-3-nitrobenzoate
反応式
[Cl:1][C:2]1[CH:3]=[C:4]([N+:12]([O-:14])=[O:13])[C:5]([CH3:11])=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].[CH3:15]N(C=O)C.IC.C(=O)([O-])[O-].[Na+].[Na+]>>[Cl:1][C:2]1[CH:3]=[C:4]([N+:12]([O-:14])=[O:13])[C:5]([CH3:11])=[C:6]([CH:10]=1)[C:7]([O:9][CH3:15])=[O:8]参加物
5
反応条件
- 温度
- 60 °C
実験手順
To a stirred solution of 5-chloro-2-methyl-3-nitrobenzoic acid (1 equiv.) in DMF (3 ml per 1 mmol), iodomethane (4 equiv.) and sodium carbonate (4 equiv.) were added. The resulting reaction mixture was stirred at 60° C. for 8 h. On completion, the reaction mixture was filtered and the inorganic solid residue washed with ethyl acetate. The combined filtrate was concentrated under vacuum till dryness. The residue was re-dissolved in ethyl acetate and washed with 5% sodium bicarbonate solution followed by 5M HCl solution. Organic layer was finally washed with brine, dried over sodium sulfate and concentrated to afford pure methyl 5-chloro-2-methyl-3-nitrobenzoate (90-95%).
後処理
- customThe resulting reaction mixture
- filtrationOn completion, the reaction mixture was filtered
- washthe inorganic solid residue washed with ethyl acetate
- concentrationThe combined filtrate was concentrated under vacuum till dryness
- dissolutionThe residue was re-dissolved in ethyl acetate
- washwashed with 5% sodium bicarbonate solution
- washOrganic layer was finally washed with brine
- dry with materialdried over sodium sulfate
- concentrationconcentrated
出典と根拠
- ORDレコード
- ord-ac012fbd129241c5baccfa8f1a71d5b9
- 出典データセット
- uspto-grants-2015_12
- 特許番号
- US09206157B2
反応ノート
読み込み中…