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CAS No. : | 392-04-1 | MDL No. : | MFCD02093965 |
Formula : | C8H7FO3 | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | WPWUDDDJTIZBGL-UHFFFAOYSA-N |
M.W : | 170.14 | Pubchem ID : | 2775386 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
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* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1.3 g | With potassium carbonate; In dimethyl sulfoxide; at 110℃; for 1h; | A mixture of <strong>[52092-47-4]5-chloro-2-nitropyridine</strong> (2.5 g, 15.75 mmol), methyl 4-fluoro-2-hydroxybenzoate (2.44 g, 14.38 mmol), K 2CO 3 (3.96 g, 28.65 mmol) in DMSO (30 mL) was stirred at 110 C for 1 hour. TLC showed the reactant was consumed completely. The reaction mixture was cooled to room temperature and was poured into water and was then extracted with EA (40 mL 3). The combined organic layers were washed with brine (50 mL 2), dried over Na 2SO 4, filtered and concentrated to give a residue. The residue was purified by column chromatography on silica gel (eluent: PE/EA = 50/1 to 1/1) to obtain methyl 4-fluoro-2- ((6-nitropyridin-3-yl) oxy) benzoate (1.3 g). MS (ESI, m/e) [M+1] + 293.5. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Example 44A methy 4-fluoro-2-(3-fluoro-2-nitrophenoxy)benzoate To a solution of methyl 4-fluoro-2-hydroxybenzoate (3.0 g) in tetrahydrofuran (65 ml) was added potassium t-butoxide (1.979 g) portionwise. The resulting solution was stirred at ambient temperature for 30 minutes and a solution of <strong>[19064-24-5]1,3-difluoro-2-nitrobenzene</strong> (2.338 g) in tetrahydrofuran (15 ml) was added dropwise. After 1 hour the reaction was heated at reflux for 18 hours. The reaction was quenched with water (10 ml), diluted with brine (75 ml) and extracted with twice methylene chloride (75 ml). The crude product was isolated by concentration and purified on silica gel, and eluted with a 10, 20, 50% ethyl acetate in hexane step gradient. |
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