3-(3,4-DICHLORO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER synthesis

5synthesis methods

Product Name:3-(3,4-DICHLORO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER
CAS Number:53090-43-0
Molecular formula:C11H10Cl2O3
Molecular Weight:261.1

React with 3,4-dichlorobenzaldehyde, ethyl diazoacetate and ter-BuOK, and then directly separate the resulting mixture by silica gel flash column chromatography to obtain Ethyl 3-(3,4-dichlorophenyl)-3-oxopropionate.

51-44-5 Synthesis

51-44-5
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$6.00/10g

6148-64-7 Synthesis

6148-64-7
407 suppliers
$5.00/10g

3-(3,4-DICHLORO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER

53090-43-0
71 suppliers
$91.67/0.5g

Yield: 73%

Reaction Conditions:

Stage #1:3,4-dichlorbenzoic acid with 1,1'-carbonyldiimidazole in tetrahydrofuran at 25; for 4 h;
Stage #2:ethyl potassium malonate with triethylamine;magnesium chloride in tetrahydrofuran;acetonitrile at 20; for 2 h;

Steps:

100.1 Step 1: ethyl 3-(3,4-dichlorophenyl)-3-oxopropanoate
CDI (41.5 g, 290.32 mmol, 3.70 equiv) was added to a solution of 3,4- dichlorobenzoic acid (15 g, 78.53 mmol, 1.00 equiv) in tetrahydrofuran (200 mL), The resulting solution was stirred for 4 h at 25°C. Separately, to a solution of potassium 3-ethoxy-3-oxopropanoate (37.7 g, 235 mmol, 3.00 equiv) in CH₃CN (400 mL) was added MgCl₂ (33.5 g, 353 mmol, 4.5 equiv) and triethylamine (23.8 g, 235 mmol, 3.00 equiv). The two solutions were combined and stirred for 2 h at room temperature. The resulting mixture was concentrated under vacuum. The residue was diluted with 200 mL of water. The pH of the solution was adjusted to pH 5 with HC1 (1M). The resulting solution was extracted with 4x50 mL of ethyl acetate and the organic layers were combined and dried over magnesium sulfate. The organics were concentrated in vacuo and purified by silica gel column chromatography with petroleum ether/ethyl acetate (50: 1). This resulted in 15 g (73%) of ethyl 3-(3,4-dichlorophenyl)-3-oxopropanoate as a colorless oil

References:

BIOENERGENIX;MCCALL, John;KELLY, Robert, C.;ROMERO, Donna, L. WO2014/66795, 2014, A1 Location in patent:Paragraph 0175

6148-64-7 Synthesis

6148-64-7
407 suppliers
$5.00/10g

3024-72-4 Synthesis