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ChemicalBook CAS DataBase List 4-Carboxy-3-fluorobenzaldehyde
604000-97-7

4-Carboxy-3-fluorobenzaldehyde synthesis

3synthesis methods
-

Yield:604000-97-7 78%

Reaction Conditions:

with diisobutylaluminium hydride in methanol;dichloromethane;toluene at -78; for 4 h;

Steps:

9 2-Fluoro-4-formyl Benzoic Acid

Preparation 9 2-Fluoro-4-formyl Benzoic Acid A stirred solution of 4-cyano-2-fluorobenzoic acid (2.5 g, 15.2 mmol) in DCM (100 mL) was cooled to -78° C. and to this was added dropwise DIBAL (30 mL, 45.4 mmol, 25% in toluene), using caution due to H2 evolution. This was allowed to stir at -78° C. for 4 hours. The reaction was quenched via addition of MeOH (10 mL), using caution due to H2 evolution. The organic layer was then washed with 1N HCl (100 mL), water (100 mL), NaCl (sat.) (100 mL), dried over MgSO4 and then filtered. The solvent was removed under reduced pressure. The crude material was sufficiently pure to use without further purification. The title compound was obtained in 78% yield (2.0 g, 11.9 mmol).

References:

US2005/203133,2005,A1 Location in patent:Page/Page column 25