1H-Indole-4-carboxaldehyde, 5-methoxy-

Base Information

• Chemical Name: 1H-Indole-4-carboxaldehyde, 5-methoxy-
• CAS No.: 92623-00-2
• Molecular Formula: C₁₀H₉NO₂
• Molecular Weight: 175.187
• Mol file: 92623-00-2.mol

Synonyms:5-methoxyindole-4-carboxaldehyde;5-methoxy-1H-Indole-4-carboxaldehyde;5-Methoxy-1H-indole-4-carbaldehyde;

Chemical Property of 1H-Indole-4-carboxaldehyde, 5-methoxy-

Chemical Property:

• PSA: 42.09000
• LogP: 1.98900

Purity/Quality:

98% ^*data from raw suppliers

5-methoxy-1H-Indole-4-carboxaldehyde 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Indole-4-carboxaldehyde, 5-methoxy-

There total 7 articles about 1H-Indole-4-carboxaldehyde, 5-methoxy- 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: 74.2%

5-methoxy-1H-indole-4-carboxaldehyde semicarbazone (92622-99-6) → 5-methoxyindole-4-carboxaldehyde (92623-00-2)

Guidance literature:

With sodium acetate; acetic acid; 2-oxo-propionic acid; In water; for 16h;

DOI:10.1021/jo00199a004

Reference yield: 42.0%

5-amino-2-cyanomethyl-8-methoxyisoquinolinium bromide → 5-methoxyindole-4-carboxaldehyde (92623-00-2)

Guidance literature:

With acetic acid butyl ester; sodium hydrogensulfite; sodium sulfite; for 113h; Heating;

DOI:10.1002/jhet.5570370545

Reference yield:

ethyl 5-methoxy-1H-indole-2-carboxylate (4792-58-9) → 5-methoxyindole-4-carboxaldehyde (92623-00-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 45 percent / bromine / acetic acid / 0.01 h

2: hydrogen bromide / acetic acid / 24 h / Ambient temperature

3: 99.3 percent / aq. NaOH / ethanol; tetrahydrofuran / 1 h / Heating

4: 44 percent / N,N-dimethyl-acetamide / 28 h / Heating; or quinoline

5: 70 percent / aq. sodium acetate, H₂ / Raney nickel / methanol / 24 h / 2585.7 Torr

6: 74.2 percent / glacial acetic acid, pyruvic acid, sodium acetate / H₂O / 16 h

With sodium hydroxide; hydrogen; bromine; sodium acetate; acetic acid; 2-oxo-propionic acid; hydrogen bromide; nickel; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl acetamide; water; acetic acid;

DOI:10.1021/jo00199a004

upstream raw materials:

5-methoxy-1H-indole-4-carboxaldehyde semicarbazone

ethyl 5-methoxy-1H-indole-2-carboxylate

5-methoxy-1H-indole-4-carbonitrile

4-bromo-5-methoxy-1H-indole-2-carboxylic acid