Toluene → Methyl 2-fluoro-4-methylbenzoate
反応式
[F:1][C:2]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].S(Cl)(Cl)=O.[C:16]1(C)C=CC=CC=1>>[F:1][C:2]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:3]=1[C:4]([O:6][CH3:16])=[O:5]参加物
4
実験手順
To a solution of 2-fluoro-4-methylbenzoic acid from Example D1 (6.04 g, 39.18 mmol) in toluene (80 ml) was added thionyl chloride (6.5 ml, 89.11 mmol). The mixture was heated at reflux for 2.5 h, cooled and concentrated in vacuo. The residue was dissolved in dichloromethane (50 ml) and methanol (50 ml) was added. The mixture was stirred at room temperature for 2.5 h and then concentrated in vacuo. The residue was dissolved in dichloromethane (100 ml), washed with saturated sodium bicarbonate solution and brine, dried over MgSO4, and concentrated in vacuo to give a tan solid; yield 5.07 g (77%).
後処理
- temperatureThe mixture was heated
- temperatureat reflux for 2.5 h
- temperaturecooled
- concentrationconcentrated in vacuo
- dissolutionThe residue was dissolved in dichloromethane (50 ml)
- additionmethanol (50 ml) was added
- concentrationconcentrated in vacuo
- dissolutionThe residue was dissolved in dichloromethane (100 ml)
- washwashed with saturated sodium bicarbonate solution and brine
- dry with materialdried over MgSO4
- concentrationconcentrated in vacuo
- customto give a tan solid
出典と根拠
- ORDレコード
- ord-3100b794720c4c49828dfadceb156a75
- 出典データセット
- uspto-grants-2003_12
- 特許番号
- US06664249B1
反応ノート
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