反応式
C[O:2][CH:3]=[CH:4][C:5]1[C:6]([CH3:17])=[N:7][N:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:9]=1[CH3:10].O.C1(C)C=CC(S(O)(=O)=O)=CC=1.Cl>C(O)(C)C.O>[CH3:17][C:6]1[C:5]([CH2:4][CH:3]=[O:2])=[C:9]([CH3:10])[N:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:7]=1参加物
反応条件
- 温度
- 60 °C
実験手順
To a stirred solution of 4-(2-methoxy-vinyl)-3,5-dimethyl-1-phenyl-1H-pyrazole (7.09 g, 31.1 mmol) in 100 mL isopropanol-water (1:1 v/v) was added p-toluenesulfonic acid monohydrate (1.5 g, 7.76 mmol). After the reaction was heated at 60° C. for 16 h, 1.9 mL concentrated hydrochloric acid was added and the reaction mixture was heated at 60° C. for 20 h. The organic solvent was removed in vacuo and the remaining aqueous suspension was neutralized with an aqueous sodium bicarbonate solution and extracted several times with a dichloromethane-ethyl acetate mixture. The combined organic extracts were dried over magnesium sulfate and concentrated in vacuo to produce a residue, which was purified via silica gel column chromatography (0-50% ethyl acetate in heptane) to give the title compound as a yellow solid (4.02 g, 18.8 mmol, 60% yield).
後処理
- temperaturethe reaction mixture was heated at 60° C. for 20 h
- customThe organic solvent was removed in vacuo
- extractionextracted several times with a dichloromethane-ethyl acetate mixture
- dry with materialThe combined organic extracts were dried over magnesium sulfate
- concentrationconcentrated in vacuo
- customto produce a residue, which
- customwas purified via silica gel column chromatography (0-50% ethyl acetate in heptane)
出典と根拠
- ORDレコード
- ord-6607795bfdfa4cb1bbbb93031733217a
- 出典データセット
- uspto-grants-2011_05
- 特許番号
- US07943652B2
関連ノート
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