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ChemicalBook CAS DataBase List 3-(3-fluoro-4-methoxyphenyl)propionic acid
69888-90-0

3-(3-fluoro-4-methoxyphenyl)propionic acid synthesis

5synthesis methods
-

Yield:69888-90-0 66%

Reaction Conditions:

with pyridine;malonic acid;palladium-carbon in water;acetic acid;

Steps:

R.8 3-(3-Fluoro-4-methoxyphenyl)propionic Acid

Reference Example 8 3-(3-Fluoro-4-methoxyphenyl)propionic Acid Malonic acid (7.5 g, 72.1 mmols) and piperidine (0.84 g, 9.83 mmols) were added to a pyridine (20 ml) solution of 3-fluoro-4-methoxybenzaldehyde (10.1 g, 65.5 mmols), and the mixture was stirred under heat at 120° C. for 7 hours. The reaction mixture was poured into water containing ice, and the powder that precipitated was taken out through filtration. The powder was dried and dissolved in acetic acid (300 ml) without being further purified. To this was added 5% palladium-carbon (3 g, containing 50% water), and the mixture was stirred in a hydrogen atmosphere at room temperature for 2 hours. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure to obtain 8.54 g (yield: 66%) of the target compound. m.p.: 114-117° C.; NMR (CDCl3) δ: 2.65 (2H, t, J=7.5 Hz), 2.89 (2H, t, J=7.5 Hz), 3.87 (3H, s), 6.80-7.00 (3H, m), hidden (1H)

References:

US6034239,2000,A

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