反応 #1379220

反応方程式

Methyl 4-hydroxy-2-methoxybenzoate

1-fluoro-3,5-dichloropyridinium trifluoromethanesulfonate

→

methyl 5-fluoro-4-hydroxy-2-methoxybenzoate

溶媒

dichloromethane

反応条件

後処理

1. 1
   洗浄The solution was washed with 5% aqueous citric acid (250 mL)
2. 2
   乾燥the organic phase was dried (MgSO4)
3. 3
   ろ過filtered
4. 4
   その他the solvent was removed under reduced pressure
5. 5
   その他The residue was purified by pressurized silica gel column chromatography
6. 6
   その他Crystallization from ether

実験手順

Methyl 4-hydroxy-2-methoxybenzoate (10 g, 55 mmol) from step 3 above and 1-fluoro-3,5-dichloropyridinium trifluoromethanesulfonate (21 g, 66 mmol) were refluxed in dichloromethane (250 mL) for 48 h. The solution was washed with 5% aqueous citric acid (250 mL) and the organic phase was dried (MgSO4), filtered, and the solvent was removed under reduced pressure. The residue was purified by pressurized silica gel column chromatography using 99:1 CH2Cl2 :MeOH as eluant. Crystallization from ether gave methyl 5-fluoro-4-hydroxy-2-methoxybenzoate.

出典