Methanol → Methyl 2-fluoro-3-methylbenzoate
反応式
[F:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].S(=O)(=O)(O)O.[CH3:17]O>>[F:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([O:6][CH3:17])=[O:5]参加物
4
実験手順
To a solution of 2-fluoro-3-methyl benzoic acid (3.57 g, 23 mmol) in MeOH (40 mL) was added concentrated sulfuric acid (2.3 mL), and the reaction mixture was heated at reflux for 12 h. The reaction mixture was cooled, the solvent was removed under reduced pressure, and the residue was dissolved in EtOAc. The organic solution was washed with a saturated solution of NaHCO3 and then brine, dried (Na2SO4), filtered and concentrated under reduced pressure to afford methyl 2 fluoro-3-methylbenzoate as a yellow oil (3.2 g, 82%): 1H NMR (300 MHz, CDCl3) δ 7.76-7.71 (m, 1H), 7.39-7.34 (m, 1H), 7.08 (t, J=8 Hz, 1H), 3.98 (s, 3H), 2.31 (d, J=3 Hz, 3H).
後処理
- temperaturethe reaction mixture was heated
- temperatureat reflux for 12 h
- temperatureThe reaction mixture was cooled
- customthe solvent was removed under reduced pressure
- dissolutionthe residue was dissolved in EtOAc
- washThe organic solution was washed with a saturated solution of NaHCO3
- dry with materialbrine, dried (Na2SO4)
- filtrationfiltered
- concentrationconcentrated under reduced pressure
出典と根拠
- ORDレコード
- ord-2c0230da45874d0db1f9d669bf94f7b7
- 出典データセット
- uspto-grants-2009_12
- 特許番号
- US07629363B2
反応ノート
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