Bromine → 3-Bromo-5-fluoro-4-hydroxybenzaldehyde
反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[OH:10])[CH:5]=[O:6].[Br:11]Br>C(O)(=O)C>[Br:11][C:8]1[CH:7]=[C:4]([CH:3]=[C:2]([F:1])[C:9]=1[OH:10])[CH:5]=[O:6]参加物
4
反応条件
- 温度
- 45 °C
実験手順
To a solution of 3-fluoro-4-hydroxybenzaldehyde (2 g, 14.3 mmol, 1 eq, Oakwood Products, Inc., West Columbia, S.C., USA) in acetic acid (60 mL), was added a solution of bromine (2.7 g, 17.0 mmol, 1.2 eq) in acetic acid (10 mL), and the mixture was stirred at 45° C. for 26 h. After concentration in vacuo, brine (50 mL) was added to the residue and the mixture was extracted with EtOAc (3×80 mL). The combined organic layers were dried (Na2SO4), concentrated in vacuo, and purified by reversed phase semi-preparative .HPLC to afford 1.5 g (48%) of 3-bromo-5-fluoro-4-hydroxybenzaldehyde (26).
後処理
- concentrationAfter concentration in vacuo, brine (50 mL)
- additionwas added to the residue
- extractionthe mixture was extracted with EtOAc (3×80 mL)
- dry with materialThe combined organic layers were dried (Na2SO4)
- concentrationconcentrated in vacuo
- custompurified by reversed phase semi-preparative .HPLC
出典と根拠
- ORDレコード
- ord-2e1447b6899046a8ae0ab1be7967fba8
- 出典データセット
- uspto-grants-2014_09
- 特許番号
- US08822467B2
反応ノート
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