METHYL 4-FLUOROPHENYLACETATE Chemical Properties

Boiling point:

210°C (rough estimate)

Density 

1.1410 (estimate)

refractive index 

1.4870

storage temp. 

Sealed in dry,Room Temperature

form 

Liquid

color 

Clear colorless to yellow

Safety Information

Risk Statements 

36/37/38

Safety Statements 

36/37/39-26

HS Code 

29153900

METHYL 4-FLUOROPHENYLACETATE Usage And Synthesis

Chemical Properties

clear colorless to yellow liquid

Synthesis

Step 1: 4-Fluorophenylacetic acid (700 mg, 4.34 mmol) was dissolved in methanol at room temperature and concentrated sulfuric acid (0.42 mL, 4.34 mmol, 0.1 equiv) was added slowly. The reaction mixture was refluxed under nitrogen protection at 70 °C for 3 h. The progress of the reaction was monitored by thin layer chromatography (TLC) to confirm complete consumption of the feedstock. After completion of the reaction, the mixture was cooled to room temperature. The solvent was evaporated under reduced pressure and the residue was extracted with ethyl acetate. The organic phase was washed sequentially with saturated brine and dried over anhydrous magnesium sulfate. The organic phase was concentrated under reduced pressure to give the crude product. Finally, the crude product was purified by column chromatography to afford methyl 2-(4-fluorophenyl)acetate (660 mg, 84% yield).

References

[1] Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 13, p. 2843 - 2866
[2] Bioorganic and Medicinal Chemistry, 2005, vol. 13, # 15, p. 4694 - 4703
[3] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 3, p. 1151 - 1156
[4] Patent: WO2005/14539, 2005, A2. Location in patent: Page/Page column 57-59; 68-69
[5] Tetrahedron, 2002, vol. 58, # 51, p. 10113 - 10126

METHYL 4-FLUOROPHENYLACETATE(34837-84-8)Related Product Information

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• ETHYL 4-FLUOROBENZOYLFORMATE
• ETHYL 4-FLUORO-3-METHYLBENZOYLFORMATE
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• BROMO-(4-FLUORO-PHENYL)-ACETIC ACID ETHYL ESTER
• METHYL 2-(4-FLUOROPHENYL)-4-(3-METHOXYPHENYL)-4-OXOBUTANOATE
• RARECHEM AK ML 0194
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• SPECS AN-698/41114311
• SPECS AN-698/41114315