Methyl 2-(1H-indol-2-yl)acetate

Base Information

• Chemical Name: Methyl 2-(1H-indol-2-yl)acetate
• CAS No.: 21422-40-2
• Molecular Formula: C11H11NO2
• Molecular Weight: 189.214
• DSSTox Substance ID: DTXSID80448769
• Nikkaji Number: J291.502B
• Mol file: 21422-40-2.mol

Synonyms:Methyl 2-(1H-indol-2-yl)acetate;21422-40-2;1H-Indole-2-acetic acid, methyl ester;methyl indole-2 acetate;methyl indole-2-acetate;indoleacetic acid methyl ester;SCHEMBL8686875;DTXSID80448769;Methyl2-(1H-indol-2-yl)acetate;ZXAOWDBYBUEVKE-UHFFFAOYSA-N;1H-Indole-2-acetic acid methyl ester;AKOS027475914;INDOLE-2-ACETIC ACID METHYL ESTER;CS-0150704;FT-0737210;E76881;EN300-7354618

Chemical Property of Methyl 2-(1H-indol-2-yl)acetate

Chemical Property:

• Melting Point: 68-69 °C(Solv: ethyl ether (60-29-7); hexane (110-54-3))
• Boiling Point: 341.8±17.0 °C(Predicted)
• PKA: 16.68±0.30(Predicted)
• PSA: 42.09000
• Density: 1.223±0.06 g/cm3(Predicted)
• LogP: 1.88340
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 189.078978594
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

97% ^*data from raw suppliers

Methyl2-(1H-indol-2-yl)acetate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC1=CC2=CC=CC=C2N1

Technology Process of Methyl 2-(1H-indol-2-yl)acetate

There total 4 articles about Methyl 2-(1H-indol-2-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: 60.0%

methyl buta-2,3-dienoate (18913-35-4) + C,N-diphenylnitrone (201024-81-9) → 1,2,3,5-tetrahydro-2-phenyl-3-(methylcarboxyl)-4H-1-benzazepin-4-one (118171-19-0) + methyl 1H-indole-2-acetate (21422-40-2)

Guidance literature:

In tetrachloromethane; for 12h; Ambient temperature;

DOI:10.1021/jo00265a018

Reference yield:

indole (120-72-9) + methyl 2-iodoacetate (5199-50-8) → Indole-3-acetic acid methyl ester (1912-33-0) + methyl 1H-indole-2-acetate (21422-40-2)

Guidance literature:

With dihydrogen peroxide; iron(II) sulfate; dimethyl sulfoxide; Ambient temperature;

DOI:10.1021/jo00051a027

Reference yield:

indolylacetic acid (32588-36-6) + diazomethyl-trimethyl-silane (18107-18-1) → methyl 1H-indole-2-acetate (21422-40-2)

Guidance literature:

In methanol; benzene; at 20 ℃; for 0.5h;

DOI:10.1016/j.ejmech.2014.05.032

upstream raw materials:

diazomethane

indolylacetic acid

methyl buta-2,3-dienoate

C,N-diphenylnitrone

Downstream raw materials:

methyl (3R,7S,8aS)-α-(2-indolyl)-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine-7-acetate

methyl (3R,7S,8aS)-α-(2-indolyl)-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine-7-acetate

methyl (3R,7R,8S,8aR)-8-ethyl-α-(2-indolyl)-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine-7-acetate

methyl (3R,7R,8S,8aR)-8-ethyl-α-(2-indolyl)-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine-7-acetate