Acetone → 8-Bromo-2-methylquinoline-4-carboxylic acid
反応式
[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[NH:9][C:8](=[O:11])[C:7]2=O.[OH-:13].[Na+].Cl.[CH3:16][C:17]([CH3:19])=O>O>[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[N:9]=[C:17]([CH3:19])[CH:16]=[C:7]2[C:8]([OH:11])=[O:13]参加物
6
実験手順
A suspension of 7-bromoisatin (6.0 g) in acetone (27 ml) was treated with sodium hydroxide (4.6 g) in water (23 ml). The mixture was heated to reflux for 8 h, cooled and solvent reduced in volume at reduced pressure to approx. 25 ml. The residual aqueous phase was acidified with conc. HCl, extracted with ethyl acetate, the organic phase dried (MgSO4) and solvent removed at reduced pressure to give the title compound (7.2 g) as a yellow solid. 1H NMR δ: 2.85 (3H, s), 7.40 (1H, m), 7.90 (1H, s), 8.05 (1H, dd, J=1.2, 7.6 Hz), 8.79 (1H, dd, J=1.0, 8.5 Hz).
後処理
- temperatureThe mixture was heated
- temperatureto reflux for 8 h
- temperaturecooled
- extractionextracted with ethyl acetate
- dry with materialthe organic phase dried (MgSO4) and solvent
- customremoved at reduced pressure
出典と根拠
- ORDレコード
- ord-dddd98b2ce31492ab417c1f24b1dcb52
- 出典データセット
- uspto-grants-2004_03
- 特許番号
- US06699879B1
反応ノート
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