Methyl 3-(4-methoxyphenyl)-3-oxopropionate

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Methyl 3-(4-methoxyphenyl)-3-oxopropionate manufacturers

Methyl 3-(4-methoxyphenyl)-3-oxopropionate Basic information
Product Name:Methyl 3-(4-methoxyphenyl)-3-oxopropionate
Synonyms:4-methoxy-beta-oxo-benzenepropanoicacimethylester;METHYL 4-METHOXYBENZOYLACETATE;CBI-BB ZERO/004684;3-(4-METHOXYPHENYL)-3-OXO-PROPIONIC ACID METHYL ESTER;methyl 3-(p-methoxyphenyl)-3-oxopropionate;EINECS 244-732-0;Methyl-3-(p-methoxyphenyl)-3-oxopropionat;3-(4-Methoxyphenyl)-3-oxopropanoic acid methyl ester
CAS:22027-50-5
MF:C11H12O4
MW:208.21
EINECS:244-732-0
Product Categories:
Mol File:22027-50-5.mol
Methyl 3-(4-methoxyphenyl)-3-oxopropionate Structure
Methyl 3-(4-methoxyphenyl)-3-oxopropionate Chemical Properties
Melting point 40-42°C
Boiling point 135°C/0.27mm
density 1.147±0.06 g/cm3(Predicted)
storage temp. Store at room temperature
pka10.31±0.25(Predicted)
AppearanceWhite to off-white Solid
CAS DataBase Reference22027-50-5(CAS DataBase Reference)
EPA Substance Registry SystemMethyl 4-methoxy-.beta.-oxobenzenepropionate (22027-50-5)
Safety Information
TSCA TSCA listed
MSDS Information
Methyl 3-(4-methoxyphenyl)-3-oxopropionate Usage And Synthesis
Chemical PropertiesPale yellow solid
Synthesis
Dimethyl carbonate

616-38-6

4'-Methoxyacetophenone

100-06-1

Methyl 3-(4-methoxyphenyl)-3-oxopropionate

22027-50-5

Step 1. A solution of p-methoxyacetophenone (30 g, 200 mmol, 1.00 eq.) was added to a 500-mL three-necked round-bottom flask. Sodium hydride (13.6 g, 340 mmol, 1.70 equiv, 60% dispersed in mineral oil) was added in batches. The reaction was stirred at 50 °C for 10 minutes. The reaction mixture was slowly poured into 400 mL of ice water and the resulting solution was washed with ether (50 mL x 2) and subsequently acidified with acetic acid. The aqueous phase was extracted with ethyl acetate (200 mL x 3) and the organic phases were combined. The organic phase was dried sequentially with saturated sodium bicarbonate solution and sodium sulfate. The organic phase was concentrated under reduced pressure to give 37 g (87% yield) of methyl 3-(4-methoxyphenyl)-3-oxopropionate as a yellow oil.

References[1] Chemistry - A European Journal, 2017, vol. 23, # 41, p. 9716 - 9720
[2] Chemistry - A European Journal, 2018, vol. 24, # 32, p. 8092 - 8097
[3] Molecules, 2015, vol. 20, # 9, p. 17275 - 17287
[4] Synthesis (Germany), 2016, vol. 48, # 5, p. 772 - 782
[5] Angewandte Chemie - International Edition, 2017, vol. 56, # 43, p. 13319 - 13323
Methyl 3-(4-methoxyphenyl)-3-oxopropionate Preparation Products And Raw materials
Raw materialsDicarbonic acid, methyl ester-->Dimethyl carbonate-->4'-Methoxyacetophenone
Preparation Products4-Hydroxybenzoylacetic acid methyl ester
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