7-Ethyl-1H-indole-3-carbaldehyde

Base Information

• Chemical Name: 7-Ethyl-1H-indole-3-carbaldehyde
• CAS No.: 154989-45-4
• Molecular Formula: C₁₁H₁₁NO
• Molecular Weight: 173.214
• Hs Code.: 2933990090
• European Community (EC) Number: 673-566-5
• DSSTox Substance ID: DTXSID80356330
• Wikidata: Q72475507
• Mol file: 154989-45-4.mol

Synonyms:7-Ethyl-1H-indole-3-carbaldehyde;154989-45-4;7-ethylindole-3-carboxaldehyde;7-ethylindole-3carboxaldehyde;SCHEMBL13219343;DTXSID80356330;7-ethyl-1H-indole-3-carboxaldehyde;MFCD03043379;STL290878;AKOS000115226;NCGC00324432-01;AS-47730;BB 0217737;CS-0447396;FT-0677099;EN300-01159;7-Ethyl-1H-indole-3-carbaldehyde, AldrichCPR;E-7925;F15903;AB01320161-02;A809592;Z56891338;7-Ethylindole-3-carboxaldehyde, 7-Ethyl-3-formylindole

Chemical Property of 7-Ethyl-1H-indole-3-carbaldehyde

Chemical Property:

• Vapor Pressure: 2.99E-05mmHg at 25°C
• Refractive Index: 1.672
• Boiling Point: 356.1 °C at 760 mmHg
• Flash Point: 176.9 °C
• PSA: 32.86000
• Density: 1.183 g/cm³
• LogP: 2.54280
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 173.084063974
• Heavy Atom Count: 13
• Complexity: 193

Purity/Quality:

98%min ^*data from raw suppliers

7-Ethyl-1h-indole-3-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=C2C(=CC=C1)C(=CN2)C=O

Technology Process of 7-Ethyl-1H-indole-3-carbaldehyde

There total 3 articles about 7-Ethyl-1H-indole-3-carbaldehyde 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: 95.0%

7-ethyl-1H-indole (22867-74-9) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 7-ethyl-1H-indole-3-carbaldehyde (154989-45-4)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 0 ℃; for 0.166667h;

7-ethyl-1H-indole; at 45 ℃; for 2h;

DOI:10.1039/c4ob02107j

Reference yield: 70.0%

7-ethyl-1H-indole (22867-74-9) + N-methylaniline (100-61-8) → 7-ethyl-1H-indole-3-carbaldehyde (154989-45-4)

Guidance literature:

With tert-Butyl peroxybenzoate; Trimethylacetic acid; In dimethyl sulfoxide; at 80 ℃; for 8h; Inert atmosphere;

DOI:10.1039/c2cc31578e

Reference yield:

2-nitro(ethylbenzene) (612-22-6) → 7-ethyl-1H-indole-3-carbaldehyde (154989-45-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 1 h / -40 °C / Inert atmosphere

2.1: trichlorophosphate / 1.5 h / Cooling with ice

2.2: 20 °C / Cooling with ice

2.3: 1 h / 105 °C

With trichlorophosphate; In tetrahydrofuran;

DOI:10.1039/c2cc32258g

upstream raw materials:

7-ethyl-1H-indole

N-methylaniline

N,N-dimethyl-formamide

2-nitro(ethylbenzene)

Downstream raw materials:

2-(7-ethyl-1H-indol-3-yl)ethanamine

Refernces

• 1、 Li, Lan-Tao,Huang, Juan,Li, Hong-Ying,Wen, Li-Juan,Wang, Peng,Wang, Bin. "NBu4NI-catalyzed C3-formylation of indoles with N-methylaniline". supporting information; experimental part. p. 5187 - 5189. Retrieved 2012/06/01.