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ChemicalBook CAS DataBase List 4'-Methylpropiophenone
5337-93-9

4'-Methylpropiophenone synthesis

10synthesis methods
4'-Methylpropiophenone can be synthesized through various methods. One common approach involves the reaction of propiophenone with methylmagnesium bromide or methyl lithium in the presence of a catalyst. Another method utilizes Friedel-Crafts acylation, where propiophenone is acylated with methyl chloride or methyl bromide using a Lewis acid catalyst. These methods allow for the controlled introduction of the methyl group onto the phenyl ring.
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Yield:5337-93-9 93%

Reaction Conditions:

with 2,6-dimethylpyridine;ABNO;sodium perchlorate in acetonitrile; for 8.66 h;Inert atmosphere;Electrochemical reaction;

Steps:

3.4. Preparation Electrolysis Experiments

General procedure: The preparative electrolysis experiments were conducted with in an undivided cell containing0.1 M NaClO4-CH3CN solution (15 mL), alcohol substrate (1.0 mmol), ABNO (0.1 mmol),and 2,6-lutidine (1.0 mmol) at a constant current of 10.0 mA with moderate magnetic stirring for8.5 h in the atmosphere. Two square platinum sheets were employed as the anode and cathode,respectively. The electrolytic reaction was monitored by gas chromatography (GC) on a GC-2010system (Shimadzu, Kyoto, Japan) equipped with a SH-Rtx-Was polar column and a flame ionizationdetector (FID). Both the injector and detector were maintained at 220 °C, the carrier gas is nitrogen,and the flow rate is 1.2 mL/min. The initial oven temperature of 100 °C was held for 2 min andthen ramped up at 15 °C per min to 220 °C. This final temperature was held for 8 min. After thereaction was finished, the resulting mixture was concentrated in a rotary evaporator (Heidolph,Schwabach, Germany) and purified by column chromatography on silica gel using petroleum andethyl acetate 15:1) as eluent to afford the products. The products were confirmed by GC-MS, 1H-NMR,and 13C-NMR. NMR spectroscopy was carried out on a Bruker Avance III spectrometer (Bruker,F?llanden, Switzerland). The GC-MS analysis was measured on Thermo Trace ISQ instrument (ThermoFisher Nicolet,Waltham, MA, USA) with TG 5MS capillary column.Acetophenone (colorless oil, yield 80%):

References:

Niu, Pengfei;Liu, Xin;Shen, Zhenlu;Li, Meichao [Molecules,2019,vol. 24,# 1,art. no. 100]

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