Benzoyl Peroxide → 2-(Bromomethyl)-4-nitropyridine
반응식
[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][N:3]=1.[Br:11]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:11][CH2:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][N:3]=1참가 물질
5
반응 조건
- 온도
- 80 °C
실험 절차
A solution of 2-methyl-4-nitropyridine (1.79 g, 13.0 mmol) in CCl4 (30 mL) was treated with N-bromosuccinimide (2.31 g, 13.0 mmol) and benzoyl peroxide (420 mg, 1.30 mmol), stirred at 80° C. for 16 h, cooled to room temperature, filtered through Celite, concentrated in vacuo and purified by chromatography [SiO2; isohexane:EtOAc (15:1)] to give the title compound (700 mg, 25%) as a colourless oil; NMR δH (400 MHz, CDCl3) 8.89 (1H, d, J 5.0 Hz), 8.19 (1H, d, J 2.0 Hz), 7.96 (1H, dd, J 5.0, 2.0 Hz) and 4.66 (2H, s).
후처리
- temperaturecooled to room temperature
- filtrationfiltered through Celite
- concentrationconcentrated in vacuo
- custompurified by chromatography [SiO2; isohexane:EtOAc (15:1)]
출처 및 근거
- ORD 기록
- ord-0fe8b5966f264ffba6bac12e7db5e881
- 출처 데이터셋
- uspto-grants-2006_11
- 특허 번호
- US07141575B2
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