ChemicalBook CAS DataBase List 3-fluoro-4-methoxypropiophenone

3-fluoro-4-methoxypropiophenone synthesis

8synthesis methods

Product Name:3-fluoro-4-methoxypropiophenone
CAS Number:586-22-1
Molecular formula:C10H11FO2
Molecular Weight:182.19

Obtained by reaction of propionyl chloride or propionic anhydride with 2-fluoroanisole in the presence of aluminium chloride in carbon disulfide.

331-62-4
184 suppliers
$24.00/5G

925-90-6 Synthesis

925-90-6
345 suppliers
$12.00/5ml

586-22-1
47 suppliers
$90.00/1mg

Yield:586-22-1 57%

Reaction Conditions:

in tetrahydrofuran;diethyl ether at 0 - 20;

Steps:

22.A Step A: 1-(3-fluoro-4-methoxyphenyl)propan-1-one

To a solution of 3-fluoro-4-methoxybenzonitrile (350 mg, 2.32 mmol) in 15 mL anhydrous THF was added ethylmagnesium bromide (1 M in Et₂0, 4.63 mL) at 0 °C. The reaction mixture was stirred at rt overnight, then quenched with sat. NaHC(, extracted with EtOAc, washed with brine, dried and evaporated. The residue was purified by column chromatography (eluent: petroleum ether/EtOAc = 5/1) over silica gel to give the product (239 mg, 57% yield) as a yellow solid.

References:

WO2013/97773,2013,A1 Location in patent:Paragraph 0167