Basic information Safety Supplier Related

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

Basic information Safety Supplier Related

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
  • METHYL 3-(4-METHOXYPHENYL)-3-OXOPROPANOATE
CAS:
22027-50-5
MF:
C11H12O4
MW:
208.21
EINECS:
244-732-0
Mol File:
22027-50-5.mol
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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
pka
10.31±0.25(Predicted)
Appearance
White to off-white Solid
CAS DataBase Reference
22027-50-5(CAS DataBase Reference)
EPA Substance Registry System
Methyl 4-methoxy-.beta.-oxobenzenepropionate (22027-50-5)
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Methyl 3-(4-methoxyphenyl)-3-oxopropionate Usage And Synthesis

Chemical Properties

Pale yellow solid

Synthesis

616-38-6

100-06-1

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

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