4-Acetyl-3-fluorobenzoic acid methyl ester synthesis

4synthesis methods

Product Name:4-Acetyl-3-fluorobenzoic acid methyl ester
CAS Number:1059549-72-2
Molecular formula:C10H9FO3
Molecular Weight:196.18

67-56-1 Synthesis

67-56-1
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201230-82-2 Synthesis

201230-82-2
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625446-22-2 Synthesis

625446-22-2
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4-Acetyl-3-fluorobenzoic acid methyl ester

1059549-72-2
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Yield:1059549-72-2 93%

Reaction Conditions:

with triethylamine;1,1'-bis-(diphenylphosphino)ferrocene;palladium diacetate in ISOPROPYLAMIDE at 90;

Steps:

41.1

To a mixed solution of l-(4-bromo-2-fluorophenyl)ethanone (1.00 g, 4.5 mmol), palladium acetate (0.12 g, 0.54 mmol) and l , -bis(diphenylphosphino)ferrocene (0.50 g, 0.90 mmol) in N,N-dimethylacetamide (22 mL) and methanol (7 mL) was added triethylamine (1.3 mL, 9.2 mmol). The reaction solution was stirred under carbon monoxide atmosphere at 90°C overnight. The solution was cooled to room temperature, and then the reaction solution was filtered through diatomaceous earth and silica gel, and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate = 100:0→60:40) to give methyl 4-acetyl-3-fluorobenzoate (0.83 g, 93%) as a pale yellow powder.APCI-MS m/z:194[M+H]⁺.

References:

WO2012/124825,2012,A1 Location in patent:Page/Page column 140

849758-12-9 Synthesis