2-chloro-4,6-difluorobenzaldehyde

Base Information

• Chemical Name: 2-chloro-4,6-difluorobenzaldehyde
• CAS No.: 1261493-54-2
• Molecular Formula: C₇H₃ClF₂O
• Molecular Weight: 176.55
• Hs Code.: 2913000090
• Mol file: 1261493-54-2.mol

Synonyms:

Chemical Property of 2-chloro-4,6-difluorobenzaldehyde

Chemical Property:

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

Purity/Quality:

98% ^*data from raw suppliers

2-chloro-4,6-difluorobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-chloro-4,6-difluorobenzaldehyde

There total 4 articles about 2-chloro-4,6-difluorobenzaldehyde 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: 55.0%

2-chloro-4-fluorobenzaldehyde (84194-36-5) → 2-chloro-4,6-difluorobenzaldehyde (1261493-54-2)

Guidance literature:

With 4-aminobenzene-1,3-disulfonic acid; palladium diacetate; 1-fluoro-2,4,6-trimethylpyridinium trifluoromethanesulfonate; at 110 ℃; for 24h; regioselective reaction; Sealed tube;

DOI:10.1021/jacs.8b00048

Reference yield:

6-chloro-2,4-difluoro-3-(trimethylsilyl)benzaldehyde → 2-chloro-4,6-difluorobenzaldehyde (1261493-54-2)

Guidance literature:

With water; cesium fluoride; In N,N-dimethyl-formamide; for 0.166667h;

Reference yield:

(4-chloro-2,6-difluorophenyl)trimethylsilane (184910-19-8) → 2-chloro-4,6-difluorobenzaldehyde (1261493-54-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -70 °C / Inert atmosphere

1.2: -70 - 27 °C

2.1: cesium fluoride; water / N,N-dimethyl-formamide / 0.17 h

With n-butyllithium; water; cesium fluoride; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;

upstream raw materials:

(4-chloro-2,6-difluorophenyl)trimethylsilane

1-chloro-3,5-difluorobenzene

2-chloro-4-fluorobenzaldehyde

Refernces

• 1、 Christopher, John A.,Aves, Sarah J.,Brown, Jason,Errey, James C.,Klair, Suki S.,Langmead, Christopher J.,Mace, Oliver J.,Mould, Richard,Patel, Jayesh C.,Tehan, Benjamin G.,Zhukov, Andrei,Marshall, Fiona H.,Congreve, Miles. "Discovery of HTL6641, a dual orexin receptor antagonist with differentiated pharmacodynamic properties". . p. 947 - 955. Retrieved 2015/05/27.