(E/Z)-4-CARBOXYMETHYL-5-(4-FLUOROPHENYL)-2-METHYL-PENT-4-EN-3-ONE

Base Information

• Chemical Name: (E/Z)-4-CARBOXYMETHYL-5-(4-FLUOROPHENYL)-2-METHYL-PENT-4-EN-3-ONE
• CAS No.: 122549-26-2
• Molecular Formula: C14H15FO3
• Molecular Weight: 250.27
• Mol file: 122549-26-2.mol

Synonyms:(E/Z)-4-Carboxymethyl-5-(4-fluorophenyl)-2-methyl-pent-4-en-3-one;(E/Z)-4-CARBOXYMETHYL-5-(4-FLUOROPHENYL)-2-METHYL-PENT-4-EN-3-ONE,LIGHT YELLOW OIL;.methyl 2-(4-fluorobenzylidene)-4-methyl-3-oxopentanoate;methyl 2-[(4-fluorophenyl)methylene]-4-methyl-3-oxo-pentanoate;

Chemical Property of (E/Z)-4-CARBOXYMETHYL-5-(4-FLUOROPHENYL)-2-METHYL-PENT-4-EN-3-ONE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• PSA: 43.37000
• LogP: 2.60720
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Dichloromethane (Slightly), Ethyl Acetate (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

(E/Z)-4-Carboxymethyl-5-(4-fluorophenyl)-2-methyl-pent-4-en-3-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (E/Z)-4-Carboxymethyl-5-(4-fluorophenyl)-2-methyl-pent-4-en-3-one (cas# 122549-26-2) is a compound useful in organic synthesis.

Technology Process of (E/Z)-4-CARBOXYMETHYL-5-(4-FLUOROPHENYL)-2-METHYL-PENT-4-EN-3-ONE

There total 1 articles about (E/Z)-4-CARBOXYMETHYL-5-(4-FLUOROPHENYL)-2-METHYL-PENT-4-EN-3-ONE 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: 95.4%

Methyl 4-methyl-3-oxopentanoate (42558-54-3) + 4-fluorobenzaldehyde (459-57-4) → methyl 2-(4-fluorophenyl)methylidene-3-oxo-4-methylpentanoate (122549-26-2)

Guidance literature:

With piperidine; acetic acid; In isopropyl alcohol; at 20 ℃; for 22h; Inert atmosphere;

Reference yield: 97.0%

methyl 2-(4-fluorophenyl)methylidene-3-oxo-4-methylpentanoate (122549-26-2) + 2-(methylsulfanyl)-5H,6H,7H,8H,9H-cyclohepta[d]pyrimidin-5-one (954153-62-9) → C24H27FN2O4S (954153-63-0)

Guidance literature:

2-(methylsulfanyl)-5H,6H,7H,8H,9H-cyclohepta[d]pyrimidin-5-one; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1.33333h;

methyl 2-(4-fluorophenyl)methylidene-3-oxo-4-methylpentanoate; In tetrahydrofuran; for 1.83333h;

Reference yield: 61.4%

S-methylisothiourea hemisulphate (147895-43-0) + methyl 2-(4-fluorophenyl)methylidene-3-oxo-4-methylpentanoate (122549-26-2) → methyl 4-(4-fluorophenyl)-2-(methylsulfanyl)-6-(propan-2-yl)-1,4-dihydropyrimidine-5-carboxylate

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; at 100 ℃; for 22h; Inert atmosphere;

upstream raw materials:

Methyl 4-methyl-3-oxopentanoate

4-fluorobenzaldehyde

Downstream raw materials:

C₁₇H₁₅FN₂O₃

methyl 4-(4-fluorophenyl)-2-(methylsulfanyl)-6-(propan-2-yl)-pyrimidine-5-carboxylate

methyl 6-(4-fluorophenyl)-4-isopropyl-2-methylthio-1,4-dihydropyrimidine-5-carboxylate

methyl 4-fluoro-α-(1-oxo-2-methylpropyl)-β-(2-oxocyclohexyl)benzenepropanoate

Refernces

• 1、 -. "Preparation of [6-isopropyl-4 - (4-fluoro phenyl) - 2-thio-5-yl] methyl ester". Paragraph 0037-0038. . Retrieved 2018/01/19.