5 - fluoro - 2 - (4 - Methoxy phenyl) (acetylene) benzaldehyde

Base Information

• Chemical Name: 5 - fluoro - 2 - (4 - Methoxy phenyl) (acetylene) benzaldehyde
• CAS No.: 1042369-35-6
• Molecular Formula: C16H11FO2
• Molecular Weight: 254.261
• Mol file: 1042369-35-6.mol

Synonyms:5 - fluoro - 2 - (4 - Methoxy phenyl) (acetylene) benzaldehyde;5-fluoro-2-((4-methoxyphenyl)ethynyl)benzaldehyde

Chemical Property of 5 - fluoro - 2 - (4 - Methoxy phenyl) (acetylene) benzaldehyde

Chemical Property:

• PSA: 26.30000
• LogP: 3.04660
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

5-Fluoro-2-((4-methoxyphenyl)ethynyl)benzaldehyde 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5 - fluoro - 2 - (4 - Methoxy phenyl) (acetylene) benzaldehyde

There total 2 articles about 5 - fluoro - 2 - (4 - Methoxy phenyl) (acetylene) benzaldehyde 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%

2-bromo-5-fluorobenzaldehyde (94569-84-3) + 4-methoxyphenylacetylen (768-60-5) → 5-fluoro-2-((4-methoxyphenyl)ethynyl)benzaldehyde (1042369-35-6)

Guidance literature:

2-bromo-5-fluorobenzaldehyde; 4-methoxyphenylacetylen; With trans-bis(triphenylphosphine)palladium dichloride; triethylamine; at 20 ℃; for 0.166667h; Inert atmosphere;

With copper(l) iodide; at 50 ℃; for 3h; Inert atmosphere;

DOI:10.1002/ejoc.201601602

Reference yield:

5-fluoro-2-iodobenzaldehyde (877264-44-3) + 4-methoxyphenylacetylen (768-60-5) → 5-fluoro-2-((4-methoxyphenyl)ethynyl)benzaldehyde (1042369-35-6)

Guidance literature:

5-fluoro-2-iodobenzaldehyde; With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 23 - 25 ℃; for 0.25h; Inert atmosphere;

4-methoxyphenylacetylen; at 50 ℃; for 4h; Inert atmosphere;

DOI:10.1021/ol300457c

Reference yield: 97.0%

5-fluoro-2-((4-methoxyphenyl)ethynyl)benzaldehyde (1042369-35-6) + phenylacetylene (536-74-3) → 1-(5-fluoro-2-((4-methoxyphenyl)ethynyl)phenyl)-3-phenylprop-2-yn-1-ol (1370697-32-7)

Guidance literature:

phenylacetylene; With ethylmagnesium bromide; In tetrahydrofuran; at 40 ℃; for 0.5h;

5-fluoro-2-((4-methoxyphenyl)ethynyl)benzaldehyde; In tetrahydrofuran; at 23 - 25 ℃;

With water; ammonium chloride; In tetrahydrofuran;

DOI:10.1021/ol300457c

upstream raw materials:

5-fluoro-2-iodobenzaldehyde

4-methoxyphenylacetylen

2-bromo-5-fluorobenzaldehyde

Downstream raw materials:

C₂₀H₂₂FO₅P

(E)-5-fluoro-2-(2-(4-methoxyphenyl)ethynyl)benzaldehyde oxime

n-propyl 4-methoxybenzoate

1-(5-fluoro-2-((4-methoxyphenyl)ethynyl)phenyl)-3-phenylprop-2-yn-1-ol

Refernces

• 1、 Dell'Acqua, Monica,Pirovano, Valentina,Peroni, Stefano,Tseberlidis, Giorgio,Nava, Donatella,Rossi, Elisabetta,Abbiati, Giorgio. "Silver-Catalysed Domino Approach to 1,3-Dicarbo-Substituted Isochromenes". supporting information. p. 1425 - 1433. Retrieved 2017/04/01.
• 2、 Yuan, Zheliang,Cheng, Ran,Chen, Pinhong,Liu, Guosheng,Liang, Steven H.. "Efficient Pathway for the Preparation of Aryl(isoquinoline)iodonium(III) Salts and Synthesis of Radiofluorinated Isoquinolines". supporting information. p. 11882 - 11886. Retrieved 2016/11/17.