3,5-Dimethylpyridin-1-ium-1-olate → 4-Bromo-3,5-dimethylpyridin-1-ium-1-olate
반응식
[CH3:1][C:2]1[CH:3]=[N+:4]([O-:9])[CH:5]=[C:6]([CH3:8])[CH:7]=1.C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.[Tl+3].[Br:23]Br>C(O)(=O)C>[Br:23][C:7]1[C:6]([CH3:8])=[CH:5][N+:4]([O-:9])=[CH:3][C:2]=1[CH3:1]참가 물질
5
반응 조건
- 온도
- 60 °C
실험 절차
To a solution of 3,5-dimethylpyridine 1-oxide (6.1 g, 50 mmol) in acetic acid (30 mL) was added thallium(III) triacetate (5.0 g, 13 mmol) and bromine (2.6 mL, 50 mmol). The resulting solution was heated at 60° C. overnight. The reaction was concentrated in vacuo, diluted with water and ethyl acetate. The organic layer was concentrated and residue was purified by silica gel chromatography to afford the desired product (5.40 g, 54%). 1H NMR (400 MHz, CDCl3): δ 7.96 (s, 2 H), 2.38 (s, 6 H).
후처리
- concentrationThe reaction was concentrated in vacuo
- additiondiluted with water and ethyl acetate
- concentrationThe organic layer was concentrated
- customresidue was purified by silica gel chromatography
출처 및 근거
- ORD 기록
- ord-c59f126bcb7d477aa23bf78153c778de
- 출처 데이터셋
- uspto-grants-2014_09
- 특허 번호
- US08835423B2
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