ethyl 4-(1H-indol-5-yl)benzoate

Base Information

• Chemical Name: ethyl 4-(1H-indol-5-yl)benzoate
• CAS No.: 1037364-92-3
• Molecular Formula: C17H15NO2
• Molecular Weight: 265.312
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80696566
• Nikkaji Number: J1.120.912B
• Wikidata: Q82626225
• Mol file: 1037364-92-3.mol

Synonyms:1037364-92-3;4-(1h-indol-5-yl)benzoic acid ethyl ester;ethyl 4-(1H-indol-5-yl)benzoate;DTXSID80696566;ETHYL 4-(1H-INDOL-5-YL)-BENZOATE;4-(1H-Indole-5-yl)benzoic acid ethyl ester

Chemical Property of ethyl 4-(1H-indol-5-yl)benzoate

Chemical Property:

• PSA: 42.09000
• LogP: 4.01160
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 265.110278721
• Heavy Atom Count: 20
• Complexity: 336

Purity/Quality:

97% ^*data from raw suppliers

4-(1H-INDOL-5-YL)-BENZOIC ACID ETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=C(C=C1)C2=CC3=C(C=C2)NC=C3

Technology Process of ethyl 4-(1H-indol-5-yl)benzoate

There total 2 articles about ethyl 4-(1H-indol-5-yl)benzoate 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: 94.0%

5-bromo-1H-indole (10075-50-0) + (4-(ethoxycarbonyl)phenyl)zinc(II) iodide lithium chloride → 4-(1H-indol-5-yl)-benzoic acid ethyl ester (1037364-92-3)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; In tetrahydrofuran; at 25 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jo8015852

Reference yield: 47.0%

Ethyl 4-bromobenzoate (5798-75-4) + 1H-indole-5-boronic acid (144104-59-6) → 4-(1H-indol-5-yl)-benzoic acid ethyl ester (1037364-92-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 14h;

DOI:10.1016/S0960-894X(99)00234-6

Reference yield:

4-(1H-indol-5-yl)-benzoic acid ethyl ester (1037364-92-3) → 4-(1-butyl-1H-indol-5-yl)-benzoic acid ethyl ester

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(99)00234-6

upstream raw materials:

Ethyl 4-bromobenzoate

1H-indole-5-boronic acid

5-bromo-1H-indole