Sodium Methoxide → 1-Bromo-2-methoxy-4-(methylsulfonyl)benzene
反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH3:11])(=[O:10])=[O:9])=[CH:4][C:3]=1F.[CH3:13][O-:14].[Na+]>CO>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH3:11])(=[O:10])=[O:9])=[CH:4][C:3]=1[O:14][CH3:13]参加物
4
実験手順
To a solution of 1-bromo-2-fluoro-4-(methylsulfonyl)benzene (Preparation 14, 1.5 g, 5.93 mmol) in MeOH (12 mL) was added sodium methoxide (480 mg, 8.89 mmol) and the reaction mixture was irradiated at 100° C. in the microwave for 1.5 hours. After this time the reaction was quenched with water (50 mL) and the product was extract with EtOAc (3×50 mL). The combined organic layers were dried (Na2SO4), filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography eluting with 20-40% EtOAc in heptane to afford the title compound as colourless solid in 53% yield.
後処理
- customthe reaction mixture was irradiated at 100° C. in the microwave for 1.5 hours
- customAfter this time the reaction was quenched with water (50 mL)
- extractionthe product was extract with EtOAc (3×50 mL)
- dry with materialThe combined organic layers were dried (Na2SO4)
- filtrationfiltered
- concentrationconcentrated under reduced pressure
- customThe residue was purified by silica gel column chromatography
- washeluting with 20-40% EtOAc in heptane
出典と根拠
- ORDレコード
- ord-6479e957b5b74f21994d07a6232790e5
- 出典データセット
- uspto-grants-2015_02
- 特許番号
- US08952008B2
反応ノート
読み込み中…