Methanol → Methyl 3-bromo-4-ethylbenzoate
반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[CH2:11][CH3:12])[C:5]([OH:7])=[O:6].OS(O)(=O)=O.[CH3:18]O>>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[CH2:11][CH3:12])[C:5]([O:7][CH3:18])=[O:6]참가 물질
4
실험 절차
3-Bromo-4-ethyl-benzoic acid (D43) (19.40 g) was dissolved in MeOH (200 mL) and then treated with conc. H2SO4 (1 mL). The mixture was heated at reflux overnight, and then concentrated under reduced pressure. The residue was partitioned between EtOAc and saturated aqueous NaHCO3 solution, extracting again with EtOAc. The combined extracts were then washed with brine, dried (MgSO4). The solvent was evaporated in vacuo to afford the title compound (15.8 g). 1H NMR (CDCl3) δ 1.24 (3H, t), 2.79 (2H, q), 3.91 (3H, s), 7.29 (1H, d), 7.89 (1H, dd), 8.19 (1H, d).
후처리
- temperatureThe mixture was heated
- temperatureat reflux overnight
- concentrationconcentrated under reduced pressure
- customThe residue was partitioned between EtOAc and saturated aqueous NaHCO3 solution
- extractionextracting again with EtOAc
- washThe combined extracts were then washed with brine
- dry with materialdried (MgSO4)
- customThe solvent was evaporated in vacuo
출처 및 근거
- ORD 기록
- ord-3adc8d2dfc3c40c3a0c56e97f84ec88a
- 출처 데이터셋
- uspto-grants-2009_11
- 특허 번호
- US07615550B2
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