ChemicalBook CAS DataBase List 3-(3,5-DIMETHOXY-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER

3-(3,5-DIMETHOXY-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER synthesis

10synthesis methods

Product Name:3-(3,5-DIMETHOXY-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER
CAS Number:97025-16-6
Molecular formula:C13H16O5
Molecular Weight:252.26

39151-19-4
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$17.00/250mg

105-58-8
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$17.00/25g

3-(3,5-DIMETHOXY-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER

97025-16-6
24 suppliers
$156.00/1g

Yield:97025-16-6 81%

Reaction Conditions:

with sodium hydride in toluene;mineral oil;

Steps:

1 General procedure for the synthesis of benzoylacetates 10 a-n

General procedure: The substrate b-ketoesters 10 a-n were either purchased or synthesized following published procedures. Some benzoylacetates were commercially available. Ethyl 3-oxo-3-phenyl propanoate (10a) was purchased. The reaction of benzoylacetates 10 b-n was prepared as described in previous reports. 25-27 A solution of a substituted acetophenone 8 a-n (0.05 mol) dissolved in toluene (50 mL) was added dropwise to a solution containing diethyl carbonate (9) (0.10 mol) and sodium hydride (0.15 mol 60% dispersion in mineral oil). The mixture was stirred at room temperature, and then refluxed for 30 min. The mixture was poured into ice water,acidified with glacial acetic acid, and extracted with EtOAc (3x100 mL). The EtOAc extract was then dried over anhydrous MgSO4. After removal of the solvent in vacuo, the crude products were purified by silica gel column chromatography eluting with dichloromethane to afford benzoylacetates 10 b-n. All synthetic compounds were in agreement with 1H NMR, 13C NMR, IR and mass spectroscopic data.

References:

Chen, Yi-Fong;Lin, Yi-Chien;Huang, Po-Kai;Chan, Hsu-Chin;Kuo, Sheng-Chu;Lee, Kuo-Hsiung;Huang, Li-Jiau [Bioorganic and Medicinal Chemistry,2013,vol. 21,# 17,p. 5064 - 5075]

61117-58-6 Synthesis