ethyl 3-(3-fluoro-4-methoxyphenyl)-3-oxopropanoate

Base Information

• Chemical Name: ethyl 3-(3-fluoro-4-methoxyphenyl)-3-oxopropanoate
• CAS No.: 195708-39-5
• Molecular Formula: C₁₂H₁₃FO₄
• Molecular Weight: 240.231
• Mol file: 195708-39-5.mol

Synonyms:ethyl (3-fluoro-4-methoxybenzoyl)acetate

Chemical Property of ethyl 3-(3-fluoro-4-methoxyphenyl)-3-oxopropanoate

Chemical Property:

• Boiling Point: 340.9±27.0 °C(Predicted)
• PKA: 10.59±0.48(Predicted)
• Density: 1.188±0.06 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

ETHYL(3-FLUORO-4-METHOXYBENZOYL)ACETATE 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3-(3-fluoro-4-methoxyphenyl)-3-oxopropanoate

There total 2 articles about ethyl 3-(3-fluoro-4-methoxyphenyl)-3-oxopropanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

1-(3-fluoro-4-methoxyphenyl)ethanone (455-91-4) + Diethyl carbonate (105-58-8,76619-83-5) → ethyl (3-fluoro-4-methoxybenzoyl)acetate (195708-39-5)

Guidance literature:

With sodium hydride; In 1,4-dioxane; for 0.5h; Heating / reflux;

Reference yield:

3-fluoro-p-anisic acid (403-20-3) + ethyl potassium malonate (6148-64-7) → ethyl (3-fluoro-4-methoxybenzoyl)acetate (195708-39-5)

Guidance literature:

3-fluoro-p-anisic acid; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; for 0.5h; Heating;

ethyl potassium malonate; With magnesium chloride; In tetrahydrofuran; at 20 ℃; Further stages.;

DOI:10.1021/jm010237l

Reference yield:

ethyl (3-fluoro-4-methoxybenzoyl)acetate (195708-39-5) → ethyl (2R,3R,4S)-2-(3-Fluoro-4-methoxyphenyl)-4-(1,3-benzodioxol-5-yl)-pyrrolidine-3-carboxylate (195510-85-1)

Guidance literature:

Multi-step reaction with 7 steps

1.1: KO-tBu / tetrahydrofuran / 3.5 h / 20 °C

2.1: H₂ / RaNi / ethyl acetate / 4 h / 20 °C / 3102.97 Torr

2.2: TFA; H₂ / 24 h

3.1: DBU / toluene / 12 h / Heating

4.1: CH₂Cl₂ / 2 h / 20 °C

5.1: aq. NaOH / 2 h / 20 °C

6.1: diethyl ether

7.1: aq. HCl

With hydrogenchloride; sodium hydroxide; potassium tert-butylate; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; RaNi; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; toluene; 1.1: Michael addition / 7.1: Fischer esterification;

DOI:10.1021/jm010237l

upstream raw materials:

1-(3-fluoro-4-methoxyphenyl)ethanone

Diethyl carbonate

3-fluoro-p-anisic acid

ethyl potassium malonate

Downstream raw materials:

3-Benzo[1,3]dioxol-5-yl-2-(3-fluoro-4-methoxy-benzoyl)-4-nitro-butyric acid ethyl ester

4-chloro-2-(3-fluoro-4-methoxyphenyl)-6-methoxyquinoline

2-(3-fluoro-4-methoxyphenyl)-6-methoxyquinolin-4-ol

4-bromo-2-(3-fluoro-4-methoxyphenyl)-6-methoxyquinoline

Refernces

• 1、 -. "PHENYL GUINOLINES AND THEIR USE AS ESTROGEN RECEPTOR MODULATORS". Page 16-17. . Retrieved 2008/06/13.
• 2、 -. "Endothelin antagonists". . . Retrieved 2008/06/13.