Acetone → 8-Bromo-2-methylquinoline-4-carboxylic acid
반응식
[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]참가 물질
6
실험 절차
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).
후처리
- 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
출처 및 근거
- ORD 기록
- ord-dddd98b2ce31492ab417c1f24b1dcb52
- 출처 데이터셋
- uspto-grants-2004_03
- 특허 번호
- US06699879B1
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