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ChemicalBook CAS DataBase List Methyl 2-fluoro-3,5-diMethoxybenzoate

Methyl 2-fluoro-3,5-diMethoxybenzoate synthesis

2synthesis methods
-

Yield:651734-55-3 292 mg ,651734-58-6 232 mg

Reaction Conditions:

with Selectfluor in acetonitrile at 20;Cooling with ice;

Steps:

16 Preparation Example 16

Preparation Example 16
A mixture of methyl 3,5-dimethoxybenzoate (1 g) and acetonitrile (20 mL) was ice cooled, and N-fluoro-N'-(chloromethyl)triethylenediamine bis(tetrafluoroborate) (4.09 g) was added thereto followed by stirring at room temperature overnight.
To the reaction mixture, a saturated aqueous sodium hydrogen carbonate solution was added followed by extraction with ethyl acetate.
An organic layer obtained was washed with saturated brine, added anhydrous sodium sulfate and basic silica gel followed by stirring for 30 minutes, and then filtered.
After the filtrate was concentrated under reduced pressure, the resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give methyl 2,6-difluoro-3,5-dimethoxybenzoate (292 mg: Preparation Example 16-1) and methyl 2-fluoro-3,5-dimethoxybenzoate (232 mg: Preparation Example 16-2).

References:

US2014/142084,2014,A1 Location in patent:Paragraph 0273

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