Реакция #1379220

Уравнение реакции

Methyl 4-hydroxy-2-methoxybenzoate

1-fluoro-3,5-dichloropyridinium trifluoromethanesulfonate

→

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

Растворители

dichloromethane

Условия реакции

Обработка

1. 1
   ПромывкаThe solution was washed with 5% aqueous citric acid (250 mL)
2. 2
   Сушкаthe organic phase was dried (MgSO4)
3. 3
   Фильтрацияfiltered
4. 4
   Другоеthe solvent was removed under reduced pressure
5. 5
   ДругоеThe residue was purified by pressurized silica gel column chromatography
6. 6
   ДругоеCrystallization from ether

Методика

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.

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