Methanol → Benzoic acid, 3-ethyl-
反応式
[OH-:1].[Na+].[C:3]([C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][CH:13]=1)[C:9]#N)(=[O:5])C.[CH3:14]O>>[CH2:9]([C:8]1[CH:7]=[C:6]([CH:13]=[CH:12][CH:11]=1)[C:3]([OH:5])=[O:1])[CH3:14]参加物
4
反応条件
- 温度
- 90 °C
実験手順
6M Sodium hydroxide (25 mL) was added to 3-acetylbenzonitrile (850 mg, 5.82 mmol) in methanol (25 mL) and then heated at 90° C. overnight. After concentrating the reaction mixture, the aqueous layer was washed with dichloromethane (2×), then acidified pH˜3 with 12M HCl. The precipitate was extracted with ethyl acetate then washed with water and saturated brine, dried over anhydrous sodium sulfate filtered and concentrated to afford 3-ethylbenzoic acid as a colorless oil; 0.800 g (92%). 1H NMR (CDCl3) δ (ppm): 8.70 (s, 2H), 8.33 (d, 2H), 8.24 (d, 2H), 7.64 (t, 1H), 2.70 (s, 3H).
後処理
- concentrationAfter concentrating the reaction mixture
- washthe aqueous layer was washed with dichloromethane (2×)
- extractionThe precipitate was extracted with ethyl acetate
- washthen washed with water and saturated brine
- dry with materialdried over anhydrous sodium sulfate
- filtrationfiltered
- concentrationconcentrated
出典と根拠
- ORDレコード
- ord-45d1b5007de248b99efcfa9f609e0ece
- 出典データセット
- uspto-grants-2009_09
- 特許番号
- US07585881B2
反応ノート
読み込み中…