Methyl iodide → Methyl 3-Bromo-2-methylbenzoate
반응식
[Br:1][C:2]1[C:3]([CH3:11])=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=[O:6].[C:12](=O)(O)[O-].[Na+].IC>CN(C=O)C>[Br:1][C:2]1[C:3]([CH3:11])=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([O:7][CH3:12])=[O:6]참가 물질
5
반응 조건
- 온도
- 60 °C
실험 절차
A mixture of 3-bromo-2-methylbenzoic acid (16 g, 74.4 mmol), sodium bicarbonate (12.5 g, 148.8 mmol) and iodomethane (21.2 g, 148.8 mmol) in DMF (160 mL) was heated at 60° C. for 2 hours. The mixture was cooled to room temperature and poured into ice water (400 mL). The mixture was extracted with ethyl acetate (4×100 mL). The EtOAc solution was washed with water (3×100 mL), brine (100 mL) and dried (MgSO4). Solvent was removed to give methyl 3-bromo-2-methylbenzoate (17.6 g, 100%) as an oil: 1H NMR (CDCl3) δ 7.70 (t, J=7.6 Hz, 2H), 7.08 (t, J=7.9 Hz, 1H), 3.90 (s, 3H), 2.67 (s, 3H).
후처리
- temperatureThe mixture was cooled to room temperature
- extractionThe mixture was extracted with ethyl acetate (4×100 mL)
- washThe EtOAc solution was washed with water (3×100 mL), brine (100 mL)
- dry with materialdried (MgSO4)
- customSolvent was removed
출처 및 근거
- ORD 기록
- ord-515a075d965b456ab2907b2f8edaf345
- 출처 데이터셋
- uspto-grants-2006_08
- 특허 번호
- US07091353B2
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