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