ChemicalBook CAS DataBase List Methoxypropiophenone

Methoxypropiophenone synthesis

11synthesis methods

Product Name:Methoxypropiophenone
CAS Number:121-97-1
Molecular formula:C10H12O2
Molecular Weight:164.2

Preparation by reaction of ethylmagnesium bromide with p-methoxybenzonitrile (95%).

79-03-8 Synthesis

79-03-8
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$9.00/1g

100-66-3 Synthesis

100-66-3
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$10.00/5G

121-97-1
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$19.00/5G

Yield:121-97-1 98%

Reaction Conditions:

with aluminum (III) chloride in dichloromethane at 5 - 20; for 2.5 h;

Steps:

1-2

1-(4-methoxyphenyl) -1-propanone (7) While 49.3g (370mmol) of aluminium chloride were added to 200ml of dichloromethane and stirred, 40g (370mmol) of anisole were slowly added in droplets at 5°C. Subsequently, 32ml (370mmol) of propionyl chloride were slowly added in droplets for 30 min, and stirring was further continued at room temperature for 2 hr. After the reaction was completed, the resultant reaction mixture was diluted with dichloromethane, and then washed with a saturated aqueous solution of sodium bicarbonate and water at 5°C. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. Organic residue was purified with column-chromatography in which the mixture of ethyl acetate and n-hexane (1:10) were used as a eluent, thus obtaining 59.5 g (yield: 98%) of a title compoundn (7) . 1H-NMR(DMSOd6) (ppm) 1.05 (t, 3H), 2.94 (q, 2H), 3.81 (s, 3H), 7.02 (d, 2H),7.93 (d, 2H)

References:

WO2006/14087,2006,A1 Location in patent:Page/Page column 66-67