Acetone → 2,2-dimethyl-3,4-dihydro-2H-1,3-benzoxazin-4-one
反応式
[C:1]([NH2:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].[CH3:11][C:12]([CH3:14])=O>S(=O)(=O)(O)O>[CH3:11][C:12]1([CH3:14])[NH:10][C:1](=[O:9])[C:2]2[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=2[O:4]1参加物
4
実験手順
A solution of salicylamide (4.14 g, 30.2 mmol) and conc. sulfuric acid (3 drops) in acetone (40 mL) was refluxed for 5 h. The reaction was concentrated and the residue taken up in ethyl acetate. The organic solution was washed with 1 N NaOH (2×), 1 N HCl (2×), H2O, then sat. aq. NaCl, dried (MgSO4) and concentrated to afford 2,2-dimethyl-4-keto-1,3-benzoxazine (2.50 g, 47%) as a white solid: 1H NMR (CDCl3, 300 MHz, ppm) 7.92 (d, 1H), 7.60 (bs, 1H), 7.47 (m, 1H), 7.06 (m, 1H), 6.92 (d, 1H), 1.65 (s, 6H).
後処理
- concentrationThe reaction was concentrated
- washThe organic solution was washed with 1 N NaOH (2×), 1 N HCl (2×), H2O
- dry with materialsat. aq. NaCl, dried (MgSO4)
- concentrationconcentrated
出典と根拠
- ORDレコード
- ord-b9c42934fda945d39d4fe458fd9a2870
- 出典データセット
- uspto-grants-2001_10
- 特許番号
- US06306840B1
反応ノート
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