7-Ethylindole

Base Information

• Chemical Name: 7-Ethylindole
• CAS No.: 22867-74-9
• Molecular Formula: C10H11N
• Molecular Weight: 145.204
• Hs Code.: 29339980
• European Community (EC) Number: 682-584-2
• DSSTox Substance ID: DTXSID70369212
• Nikkaji Number: J1.282.473D
• Wikidata: Q72475498
• Mol file: 22867-74-9.mol

Synonyms:TIMTEC-BB SBB007573;7-ETHYLINDOLE;7-ETHYL-INDOL;7-ETHYLINDOLE(ETODOLAC INTERMEDIATE);7-Ethylindole,98+%;7-ETHYLCAMPTOTHECINSM-47-ETHYLINDOLE

Chemical Property of 7-Ethylindole

Chemical Property:

• Appearance/Colour: Pale yellow clear liquid
• Vapor Pressure: 0.00592mmHg at 25°C
• Melting Point: 230 ºC
• Refractive Index: n20/D 1.603
• Boiling Point: 281.9 °C at 760 mmHg
• PKA: 17.30±0.30(Predicted)
• Flash Point: 119.9 °C
• PSA: 15.79000
• Density: 1.058
• LogP: 2.73030
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: INSOLUBLE
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 145.089149355
• Heavy Atom Count: 11
• Complexity: 133

Purity/Quality:

99% min ^*data from raw suppliers

7-Ethylindole ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC1=CC=CC2=C1NC=C2
• Uses: 7-Ethylindole is a useful intermediate for etodolac derivative synthesis. It is also used in preparation of benzoheterocycles using butoxy-dihydrofurans as [4+2] benzannulation reagents.

Technology Process of 7-Ethylindole

There total 8 articles about 7-Ethylindole 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: 87.0%

ortho-ethylaniline (578-54-1) + triethanolamine hydrochloride (637-39-8,67924-33-8) → 7-ethyl-1H-indole (22867-74-9)

Guidance literature:

With triphenylphosphine; tin(ll) chloride; ruthenium trichloride; In 1,4-dioxane; water; at 180 ℃; for 20h;

DOI:10.1016/S0040-4039(00)00035-6

Reference yield: 41.0%

2-nitro(ethylbenzene) (612-22-6) + vinyl magnesium bromide (1826-67-1) → 7-ethyl-1H-indole (22867-74-9)

Guidance literature:

In tetrahydrofuran; at -40 ℃; for 1h; Inert atmosphere;

DOI:10.1039/c2cc32258g

Reference yield:

ethyl N-(2-methyl-6-ethylphenyl)formimidate + ethanol (64-17-5) + chlorobenzene (108-90-7) + isopropenylbenzene (98-83-9,6144-04-3,25014-31-7,42612-14-6) → 7-ethyl-1H-indole (22867-74-9)

Guidance literature:

With potassium; In triethylamine;

upstream raw materials:

1-(2-Amino-3-ethyl-phenyl)-2-chloro-ethanone

ortho-ethylaniline

triethanolamine hydrochloride

ethylene glycol

Downstream raw materials:

2-(7-Ethyl-1H-indol-3-yl)-3-phenyl-propan-1-ol

7-ethyl-α-(phenylmethyl)-1H-indole-3-acetic acid methyl ester

7-Ethylindoline

Refernces

• 1、 Campanati,Franceschini,Piccolo,Vaccari. "Reaction pathway in the vapour-phase synthesis of indole and alkylindoles". . p. 1 - 9. Retrieved 2007/10/03.
• 2、 Cho, Chan Sik,Kim, Jin Hwang,Shim, Sang Chul. "Ruthenium-catalyzed synthesis of indoles from anilines and trialkanolammonium chlorides in an aqueous medium". . p. 1811 - 1814. Retrieved 2007/10/03.