3-Fluoro-4,5-Dimethoxybenzaldehyde

Base Information

• Chemical Name: 3-Fluoro-4,5-Dimethoxybenzaldehyde
• CAS No.: 71924-61-3
• Molecular Formula: C9H9FO3
• Molecular Weight: 184.167
• Mol file: 71924-61-3.mol

Synonyms:5-fluorovertraldehyde;5-fluoro-3,4-dimethoxybenzaldehyde;Benzaldehyde,3-fluoro-4,5-dimethoxy;5-Fluoroveratraldehyde;

Chemical Property of 3-Fluoro-4,5-Dimethoxybenzaldehyde

Chemical Property:

• PSA: 35.53000
• LogP: 1.65540

Purity/Quality:

95% ^*data from raw suppliers

3-fluoro-4,5-dimethoxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Fluoro-4,5-Dimethoxybenzaldehyde

There total 8 articles about 3-Fluoro-4,5-Dimethoxybenzaldehyde 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: 97.5%

3-fluoro-4-hydroxy-5-methoxybenzaldehyde (79418-78-3) + methyl iodide (74-88-4) → 3-fluoro-4,5-dimethoxybenzaldehyde (71924-61-3)

Guidance literature:

With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1055/s-0034-1379481

Reference yield: 4.0%

hexamethylenetetramine (100-97-0) + 1-fluoro-2,3-dimethoxybenzene (394-64-9) → 2-fluoro-3,4-dimethoxybenzaldehyde (37686-68-3) + 3-fluoro-4,5-dimethoxybenzaldehyde (71924-61-3) + [1-(2-Fluoro-3,4-dimethoxy-phenyl)-meth-(E)-ylidene]-methyl-amine

Guidance literature:

In trifluoroacetic acid; Heating;

Reference yield:

5-<(dimethylamino)methyl>-1-fluoro-2-hydroxy-3-methoxybenzene (103905-49-3) → 3-fluoro-4,5-dimethoxybenzaldehyde (71924-61-3)

Guidance literature:

Multi-step reaction with 3 steps

1: chloroform / 20 °C

2: acetic acid; hexamethylenetetramine; hydrogenchloride / water / Reflux

3: sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate / dichloromethane / 12 h / 20 °C

With hydrogenchloride; hexamethylenetetramine; tetra(n-butyl)ammonium hydrogensulfate; acetic acid; sodium hydroxide; In dichloromethane; chloroform; water;

DOI:10.1055/s-0034-1379481

upstream raw materials:

hexamethylenetetramine

1-fluoro-2,3-dimethoxybenzene

3-fluoro-4,5-dihydroxybenzaldehyde

dimethyl sulfate

Downstream raw materials:

3,4-dimethoxy-5-fluorophenethylamine

Refernces

• 1、 -. "COMPLEMENT PATHWAY MODULATORS AND USES THEREOF". Page/Page column 64. . Retrieved 2014/01/09.
• 2、 Pettit, George R.,Minardi, Mathew D.,Rosenberg, Heidi J.,Hamel, Ernest,Bibby, Michael C.,Martin, Sandie W.,Jung, M. Katherine,Pettit, Robin K.,Cuthbertson, Timothy J.,Chapuis, Jean-Charles. "Antineoplastic agents. 509. Synthesis of fluorcombstatin phosphate and related 3-halostilbenes". . p. 1450 - 1458. Retrieved 2008/12/22.