Methyl 2-(6-methoxy-1H-indol-3-YL)acetate

Base Information

• Chemical Name: Methyl 2-(6-methoxy-1H-indol-3-YL)acetate
• CAS No.: 123380-87-0
• Molecular Formula: C₁₂H₁₃NO₃
• Molecular Weight: 219.24
• DSSTox Substance ID: DTXSID10560882
• Wikidata: Q82444508
• Mol file: 123380-87-0.mol

Synonyms:123380-87-0;METHYL 2-(6-METHOXY-1H-INDOL-3-YL)ACETATE;1H-Indole-3-acetic acid, 6-methoxy-, methyl ester;Methyl (6-methoxy-1H-indol-3-yl)acetate;1h-indole-3-acetic acid,6-methoxy-,methyl ester;DTXSID10560882

Chemical Property of Methyl 2-(6-methoxy-1H-indol-3-YL)acetate

Chemical Property:

• Melting Point: 92 °C(Solv: benzene (71-43-2))
• Boiling Point: 379.7±27.0 °C(Predicted)
• PKA: 16.89±0.30(Predicted)
• PSA: 51.32000
• Density: 1.226±0.06 g/cm3(Predicted)
• LogP: 1.89200
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 219.08954328
• Heavy Atom Count: 16
• Complexity: 257

Purity/Quality:

METHYL 2-(6-METHOXY-1H-INDOL-3-YL)ACETATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C(=CN2)CC(=O)OC

Technology Process of Methyl 2-(6-methoxy-1H-indol-3-YL)acetate

There total 13 articles about Methyl 2-(6-methoxy-1H-indol-3-YL)acetate 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: 92.5%

methanol (67-56-1) + 2-(6-methoxy-1H-indol-3-yl)acetic acid (103986-22-7) → 6-methoxy-1H-indole-3-acetic acid methyl ester (123380-87-0)

Guidance literature:

With camphor-10-sulfonic acid; for 12h; Ambient temperature;

DOI:10.1021/jo00286a036

Reference yield: 74.0%

6-methoxy-1-methyl-α-oxo-1H-indole-3-acetic acid methyl ester (408354-40-5) → 6-methoxy-1H-indole-3-acetic acid methyl ester (123380-87-0)

Guidance literature:

With sodium hypophosphite; isobutyric Acid; palladium on activated charcoal; In 1,4-dioxane; water; at 20 ℃; for 48h;

DOI:10.1016/j.phytochem.2007.04.030

Reference yield:

6-methoxylindole (3189-13-7) → 6-methoxy-1H-indole-3-acetic acid methyl ester (123380-87-0)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran / 2 h / 0 °C

2: triethylamine / tetrahydrofuran / 4 h / 20 °C

3: 74 percent / NaH₂PO₂*H₂O / palladium on activated charcoal / dioxane; H₂O / 48 h / 20 °C

With sodium hypophosphite; triethylamine; isobutyric Acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; water;

DOI:10.1016/j.phytochem.2007.04.030

upstream raw materials:

methanol

2-(6-methoxy-1H-indol-3-yl)acetic acid

6-methoxy-1-methyl-α-oxo-1H-indole-3-acetic acid methyl ester

6-methoxylindole

Downstream raw materials:

2-(6-methoxy-1H-indol-3-yl)acetic acid

C₂₄H₂₈O₄N₂