(3-Formyl-indol-1-yl)-acetic acid ethyl ester

Base Information

• Chemical Name: (3-Formyl-indol-1-yl)-acetic acid ethyl ester
• CAS No.: 27065-94-7
• Molecular Formula: C13H13NO3
• Molecular Weight: 231.25
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30355454
• Nikkaji Number: J390.597G
• Wikidata: Q72474993
• ChEMBL ID: CHEMBL1458014
• Mol file: 27065-94-7.mol

Synonyms:27065-94-7;(3-Formyl-indol-1-yl)-acetic acid ethyl ester;Ethyl 2-(3-formyl-1H-indol-1-yl)acetate;ethyl (3-formyl-1H-indol-1-yl)acetate;ethyl 2-(3-formylindol-1-yl)acetate;(3-formyl-indol-1-yl)acetic acid ethyl ester;(3-formylindol-1-yl)acetic acid ethyl ester;ethyl(3-formyl-1h-indol-1-yl)acetate;Ethyl2-(3-formyl-1H-indol-1-yl)acetate;3-Formyl-1H-indole-1-acetic acid ethyl ester;MLS000067590;SCHEMBL1250151;CHEMBL1458014;DTXSID30355454;YBKKLZGZHIBOBZ-UHFFFAOYSA-N;HMS2422M21;Ethyl (3-formyl-indol-1-yl)acetate;MFCD00717225;STK499859;AKOS000100224;ethyl (3-formyl-indol-1-yl)-acetate;LS-02477;SMR000115819;BB 0217313;CS-0313238;FT-0638667;A877032;AP-501/15276185;SR-01000310241;SR-01000310241-1

Chemical Property of (3-Formyl-indol-1-yl)-acetic acid ethyl ester

Chemical Property:

• Vapor Pressure: 1.58E-06mmHg at 25°C
• Refractive Index: 1.569
• Boiling Point: 397.5 °C at 760 mmHg
• Flash Point: 194.2 °C
• PSA: 48.30000
• Density: 1.18 g/cm³
• LogP: 2.01690
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 231.08954328
• Heavy Atom Count: 17
• Complexity: 292

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl(3-Formyl-1H-indol-1-yl)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CN1C=C(C2=CC=CC=C21)C=O

Technology Process of (3-Formyl-indol-1-yl)-acetic acid ethyl ester

There total 7 articles about (3-Formyl-indol-1-yl)-acetic acid ethyl ester 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: 100.0%

Indole-3-carboxaldehyde (487-89-8,1228547-52-1) + ethyl bromoacetate (105-36-2) → (3-formylindol-1-yl)acetic acid ethyl ester (27065-94-7)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 15 - 20 ℃; for 16.5h;

Reference yield: 76.0%

1-ethoxycarbonylmethyl-3-(1-pyrrolidinylmethylene)-3H-indolium bromide (75629-56-0) → (3-formylindol-1-yl)acetic acid ethyl ester (27065-94-7)

Guidance literature:

With sodium hydroxide; for 0.5h; Ambient temperature;

Reference yield: 27.68%

Indole-3-carboxaldehyde (487-89-8,1228547-52-1) + chloroacetic acid ethyl ester (105-39-5) → (3-formylindol-1-yl)acetic acid ethyl ester (27065-94-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 12h;

upstream raw materials:

Indole-3-carboxaldehyde

ethyl bromoacetate

1-ethoxycarbonylmethyl-3-(1-pyrrolidinylmethylene)-3H-indolium bromide

indole

Downstream raw materials:

C₁₉H₁₉NO₃

3-formyl-indole-1-yl-acetic acid

Refernces

• 1、 Maatougui, Abdelaziz El,Crespo, Abel,Silva, Artur M.S.,Coelho, Alberto. "Supported TBD-assisted solution phase diversification of formyl-aza-heterocycles through alkylation-knoevenagel one pot sequences". experimental part. p. 570 - 582. Retrieved 2012/07/31.
• 2、 -. "PHARMACEUTICAL PREPARATIONS COMPRISING INSULIN, ZINC IONS AND A ZINC-BINDING LIGAND". Page/Page column 229-230. . Retrieved 2008/06/13.