7-Ethylindole supplier | CasNO.22867-74-9

Name
7-Ethylindole
EINECS -0
CAS No. 22867-74-9
Article Data8
CAS DataBase
Density 1.058
Solubility INSOLUBLE
Melting Point 230 ºC
Formula C₁₀H₁₁N
Boiling Point 281.9 °C at 760 mmHg
Molecular Weight 145.204
Flash Point 119.9 °C
Transport Information
Appearance Pale yellow clear liquid
Safety S23;S24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms TIMTEC-BB SBB007573;7-ETHYLINDOLE;7-ETHYL-INDOL;7-ETHYLINDOLE(ETODOLAC INTERMEDIATE);7-Ethylindole,98+%;7-ETHYLCAMPTOTHECINSM-47-ETHYLINDOLE
PSA 15.79000
LogP 2.73030

Synthetic route

: 578-54-1
ortho-ethylaniline

: 637-39-8
triethanolamine hydrochloride

: 22867-74-9
7-ethyl-1H-indole

Conditions

Conditions	Yield
With triphenylphosphine; tin(ll) chloride; ruthenium trichloride In 1,4-dioxane; water at 180℃; for 20h; Cyclization;	87%
With tin(ll) chloride; ruthenium trichloride; triphenylphosphine In 1,4-dioxane; water at 180℃; for 20h;	87%

: 612-22-6
2-nitro(ethylbenzene)

: 1826-67-1
vinyl magnesium bromide

: 22867-74-9
7-ethyl-1H-indole

Conditions

Conditions	Yield
In tetrahydrofuran at -40℃; for 1h; Inert atmosphere;	41%

: 343791-43-5
1-(2-Amino-3-ethyl-phenyl)-2-chloro-ethanone

: 22867-74-9
7-ethyl-1H-indole

Conditions

Conditions	Yield
With sodium tetrahydroborate In 1,4-dioxane; water for 1h; Heating; Yield given;

: 578-54-1
ortho-ethylaniline

: 107-21-1
ethylene glycol

: 22867-74-9
7-ethyl-1H-indole

Conditions

Conditions	Yield
With silica gel; zirconium(IV) oxide at 309.85℃;	54.2 % Chromat.

: 578-54-1
ortho-ethylaniline

: 22867-74-9
7-ethyl-1H-indole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) BCl3, AlCl3, 2.) 2 N HCl / 1.) C6H6, CH2Cl2, reflux, 3 h, 2.) C6H6, CH2Cl2, 80 deg C, 45 min 2: NaBH4 / dioxane; H2O / 1 h / Heating View Scheme

: ethyl N-(2-methyl-6-ethylphenyl)formimidate

: 64-17-5
ethanol

: 109-89-7
diethylamine

: 108-90-7
chlorobenzene

: 98-83-9
isopropenylbenzene

: 22867-74-9
7-ethyl-1H-indole

Conditions

Conditions	Yield
With triethylamine

...Expand

: ethyl N-(2-methyl-6-ethylphenyl)formimidate

: 64-17-5
ethanol

: 108-90-7
chlorobenzene

: 98-83-9
isopropenylbenzene

: 22867-74-9
7-ethyl-1H-indole

Conditions

Conditions	Yield
With potassium In triethylamine

...Expand

: 22867-74-9
7-ethyl-1H-indole

: 24424-99-5
di-tert-butyl dicarbonate

: 396074-57-0
7-ethyl-1H-indole-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With dmap In acetonitrile	100%
With dmap In acetonitrile	100%
With dmap In acetonitrile at 20℃; for 3h;	82%

: 22867-74-9
7-ethyl-1H-indole

: 431-46-9
2,2,2-trifluoro-1-methoxy-ethanol

: 24313-88-0
3,4,5-Trimethoxyaniline

: 1132829-55-0
N-((R)-2,2,2-trifluoro-1-(7-ethyl-1H-indol-3-yl)ethyl)-3,4,5-trimethoxybenzenamine

Conditions

Conditions	Yield
With (S)-3,3'-bis(2,4,6-tri-iso-propylphenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate In dichloromethane at 20℃; for 48h; Friedel Crafts aminoalkylation; Molecular sieve; optical yield given as %ee; enantioselective reaction;	99%

...Expand

: 22867-74-9
7-ethyl-1H-indole

: 434-45-7
1,1,1-trifluoroacetophenone

: 1160936-86-6
2,2,2-trifluoro-1-(7-ethyl-1H-indole-3-yl)-1-phenylethanol

Conditions

Conditions	Yield
With (S)-3,3'-bis(2,4,6-tri-iso-propylphenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate In dichloromethane at 25℃; for 48h; optical yield given as %ee; enantioselective reaction;	99%

: 22867-74-9
7-ethyl-1H-indole

: 372-31-6
ethyl 4,4,4-trifluoroacetoacetate

: ethyl 3-(7-ethyl-1H-indol-3-yl)-4,4,4-trifluoro-3-hydroxybutanoate

Conditions

Conditions	Yield
With (S)-3,3'-bis(2,4,6-tri-iso-propylphenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate In dichloromethane at 20℃; for 76h; Friedel-Crafts reaction; optical yield given as %ee; enantioselective reaction;	99%

: 22867-74-9
7-ethyl-1H-indole

: 107969-78-8, 6395-86-4
methyl 4-phenyl-2-oxo-3-butenoate

: 4-(7-ethylindol-3-yl)-2-oxo-4-phenylbutyric acid methyl ester

Conditions

Conditions	Yield
With C35H48N4O4; samarium(III) trifluoromethanesulfonate In dichloromethane at -20℃; for 10h; asymmetric Friedel-Crafts alkylation; Inert atmosphere; optical yield given as %ee;	99%

: 22867-74-9
7-ethyl-1H-indole

: 13081-18-0
ethyl-3,3,3-trifluoropyruvate

: 1262999-77-8
3,3,3-trifluoro-2-hydroxy-2-(7-ethyl-1H-indol-3-yl)-propionic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: 7-ethyl-1H-indole With C33H52N4O4; zinc trifluoromethanesulfonate In dichloromethane at 35℃; for 0.5h; Stage #2: ethyl-3,3,3-trifluoropyruvate In dichloromethane at 0℃; for 0.5h; Friedel Crafts alkylation; optical yield given as %ee; enantioselective reaction;	99%

: 22867-74-9
7-ethyl-1H-indole

: 13081-18-0
ethyl-3,3,3-trifluoropyruvate

: 1179934-56-5
3,3,3-trifluoro-2-hydroxy-2-(7-ethyl-1H-indol-3-yl)-propionic acid ethyl ester

Conditions

Conditions	Yield
In 1,1,1,3,3-pentafluorobutane at 20℃; for 0.5h; Inert atmosphere;	97%
With triethylamine In dichloromethane at 0℃; Friedel Crafts alkylation;

: 22867-74-9
7-ethyl-1H-indole

: 13081-18-0
ethyl-3,3,3-trifluoropyruvate

: 1262999-82-5
3,3,3-trifluoro-2-hydroxy-2-(7-ethyl-1H-indol-3-yl)-propionic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: 7-ethyl-1H-indole With C33H52N4O4; zinc trifluoromethanesulfonate In dichloromethane at 35℃; for 0.5h; Stage #2: ethyl-3,3,3-trifluoropyruvate In dichloromethane at 0℃; for 0.5h; Friedel Crafts alkylation; optical yield given as %ee; enantioselective reaction;	96%

: 22867-74-9
7-ethyl-1H-indole

: diisopropyl (1,1‐dioxidobenzo[d]isothiazol‐3‐yl)phosphonate

: (R)-diisopropyl (3-(7-ethyl-1H-indol-3-yl)-1,1-dioxido-2,3-dihydrobenzo[d]isothiazol-3-yl)phosphonate

Conditions

Conditions	Yield
Stage #1: diisopropyl (1,1‐dioxidobenzo[d]isothiazol‐3‐yl)phosphonate With (S)-3,3'-bis[3,5-di(trifluoromethyl)phenyl]-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl-2,2'-diylphosphoric acid In 1,3,5-trimethyl-benzene at 30℃; for 0.166667h; Friedel-Crafts Alkylation; Schlenk technique; Stage #2: 7-ethyl-1H-indole In 1,3,5-trimethyl-benzene at 30℃; Friedel-Crafts Alkylation; Schlenk technique; enantioselective reaction;	96%

Yield

Stage #1: diisopropyl (1,1‐dioxidobenzo[d]isothiazol‐3‐yl)phosphonate With (S)-3,3'-bis[3,5-di(trifluoromethyl)phenyl]-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl-2,2'-diylphosphoric acid In 1,3,5-trimethyl-benzene at 30℃; for 0.166667h; Friedel-Crafts Alkylation; Schlenk technique;
Stage #2: 7-ethyl-1H-indole In 1,3,5-trimethyl-benzene at 30℃; Friedel-Crafts Alkylation; Schlenk technique; enantioselective reaction;

96%

: 22867-74-9
7-ethyl-1H-indole

: 123-54-6
acetylacetone

: 78-98-8
2-oxopropanal

: 3-acetyl-4-(7-ethyl-1H-indol-3-yl)hexane-2,5-dione

Conditions

Conditions	Yield
In water at 80℃; for 5h;	96%

...Expand

: 924-44-7
glyoxylic acid ethyl ester

: 22867-74-9
7-ethyl-1H-indole

: C14H17NO3

Conditions

Conditions	Yield
Stage #1: 7-ethyl-1H-indole With C43H64N4O4; scandium tris(trifluoromethanesulfonate); ortho-chlorobenzoic acid In dichloromethane at 30℃; for 1h; Inert atmosphere; Stage #2: glyoxylic acid ethyl ester In dichloromethane at -20℃; for 12h; Friedel Crafts alkylation; Inert atmosphere; optical yield given as %ee; enantioselective reaction;	95%

: 22867-74-9
7-ethyl-1H-indole

: 32133-82-7
Martins sulfurane

: 1260119-59-2
7-ethyl-3-(diphenylsulfonio)indolide

Conditions

Conditions	Yield
In toluene at 20℃; for 2h; Inert atmosphere;	95%
In toluene at 25℃; for 2h; Schlenk technique; Inert atmosphere;	95%

: 22867-74-9
7-ethyl-1H-indole

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 7-ethyl-1H-indole-3-carbaldehyde

Conditions

Conditions	Yield
Stage #1: N,N-dimethyl-formamide With trichlorophosphate at 0℃; for 0.166667h; Stage #2: 7-ethyl-1H-indole at 45℃; for 2h;	95%
Stage #1: N,N-dimethyl-formamide With trichlorophosphate for 1.5h; Cooling with ice; Stage #2: 7-ethyl-1H-indole at 20℃; Cooling with ice; Stage #3: With water; potassium hydroxide at 105℃; for 1h;

: 22867-74-9
7-ethyl-1H-indole

: 1147550-11-5
ammonium thiocyanate

: 7-ethyl-3-thiocyanato-1H-indole

Conditions

Conditions	Yield
With Selectfluor In acetonitrile at 20℃; for 0.2h;	94%
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In acetonitrile at 20℃; for 0.166667h;	94%
With toluene-4-sulfonic acid In methanol at 20℃; for 0.5h; regioselective reaction;	86%

: 22867-74-9
7-ethyl-1H-indole

: 699-18-3, 32782-45-9
2-[(E)-2-nitroethenyl]furan

: 1042446-56-9
7-ethyl-3-(1-(furan-2-yl)-2-nitroethyl)-1H-indole

Conditions

Conditions	Yield
With β‐cyclodextrin In methanol; water at 50℃; for 2.4h;	94%
With tetrabutylammomium bromide In acetonitrile for 0.166667h; Michael addition reaction; Heating;	93%

: 22867-74-9
7-ethyl-1H-indole

: 102-96-5
(2-nitroethenyl)benzene

: 1042446-55-8
7-ethyl-3-(2-nitro-1-phenylethyl)-1H-indole

Conditions

Conditions	Yield
With zinc diacetate In ethanol at 20℃; for 0.366667h; Michael addition;	94%

: 455-19-6
4-Trifluoromethylbenzaldehyde

: 2033-24-1
cycl-isopropylidene malonate

: 22867-74-9
7-ethyl-1H-indole

: 1202463-59-9
5-{(7-Ethyl-1H-indol-3-yl)[4-(trifluoromethyl)phenyl]methyl}-2,2-dimethyl-1,3-dioxane-4,6-dione

Conditions

Conditions	Yield
rac-Pro-OH In acetonitrile at 20℃;	94%

...Expand

: 22867-74-9
7-ethyl-1H-indole

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 1370337-44-2
N-tert-butyl-7-ethyl-1H-indole-3-carboxamide

Conditions

Conditions	Yield
With water; copper diacetate; palladium diacetate; trifluoroacetic acid In tetrahydrofuran at 70℃; for 1h; Sealed tube; Air atmosphere;	94%

: 22867-74-9
7-ethyl-1H-indole

: 106-45-6
para-thiocresol

: 7-ethyl-3-(p-tolylthio)-1H-indole

Conditions

Conditions	Yield
With manganese(IV) oxide; iodine; oxygen at 80℃; for 16h; Schlenk technique;	93%
With Selectfluor In acetonitrile at 20℃; for 0.416667h;	89%

: 5153-67-3
nitrostyrene

: 22867-74-9
7-ethyl-1H-indole

: 1042446-55-8
7-ethyl-3-(2-nitro-1-phenylethyl)-1H-indole

Conditions

Conditions	Yield
With β‐cyclodextrin In methanol; water at 50℃; for 2.2h;	93%
With tetrabutylammomium bromide In acetonitrile for 0.166667h; Michael addition reaction; Heating;	92%
With diphenylphosphate In dichloromethane; benzene at -30℃; Friedel-Crafts Alkylation; Molecular sieve; Sealed tube; Inert atmosphere;

: 109-65-9
1-bromo-butane

: 22867-74-9
7-ethyl-1H-indole

: 1438278-44-4
1-butyl-7-ethyl-1H-indole

Conditions

Conditions	Yield
Stage #1: 7-ethyl-1H-indole With potassium hydroxide In N,N-dimethyl-formamide at 21℃; for 1h; Stage #2: 1-bromo-butane In N,N-dimethyl-formamide at 50℃;	93%

: 22867-74-9
7-ethyl-1H-indole

: 98-09-9
benzenesulfonyl chloride

: 3-benzenesulfonyl-7-ethyl-1H-indole

Conditions

Conditions	Yield
indium(III) bromide In 1,2-dichloro-ethane for 6h; Heating;	92%

: 22867-74-9
7-ethyl-1H-indole

: 100-52-7
benzaldehyde

: bis(7-ethylindol-3-yl)(phenyl)methane

Conditions

Conditions	Yield
With sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In water at 30℃; for 8h;	92%

: 22867-74-9
7-ethyl-1H-indole

: 766-77-8
Dimethylphenylsilane

: 1343516-65-3
7-ethyl-1-dimethylphenylsilyl-1H-indole

Conditions

Conditions	Yield
With pyridine; zinc trifluoromethanesulfonate In propiononitrile at 100℃; for 40h; Inert atmosphere;	92%

: 22867-74-9
7-ethyl-1H-indole

: 36004-04-3
ethyl (E)-1-phenylbut-1-en-3-ol

: 7-ethyl-3-[(E)-1-methyl-3-phenyl-2-propenyl]-1H-indole

Conditions

Conditions	Yield
With indium(III) bromide In 1,2-dichloro-ethane at 20℃; for 0.5h;	91%

: 22867-74-9
7-ethyl-1H-indole

: 91-56-5
indole-2,3-dione

: C28H25N3O

Conditions

Conditions	Yield
With bismuth(lll) trifluoromethanesulfonate In acetonitrile at 20℃; for 2.5h;	91%

: 22867-74-9
7-ethyl-1H-indole

: 5670-66-6, 5670-67-7, 3156-39-6
1-nitro-2-(2-nitrovinyl)benzene

: 1173110-94-5
C18H17N3O4

Conditions

Conditions	Yield
With zinc diacetate In ethanol at 20℃; for 0.416667h; Michael addition;	91%

: 623-73-4
diazoacetic acid ethyl ester

: 22867-74-9
7-ethyl-1H-indole

: (7-ethyl-1H-indol-3-yl)-acetic acid ethyl ester

Conditions

Conditions	Yield
With indium(III) bromide In dichloromethane at 20℃; for 5.5h;	90%

: 22867-74-9
7-ethyl-1H-indole

: 106-51-4
p-benzoquinone

: 2-(7-ethyl-1H-indol-3-yl)-benzene-1,4-diol

Conditions

Conditions	Yield
With bismuth(lll) trifluoromethanesulfonate In acetonitrile at 20℃; for 0.333333h;	90%

: 22867-74-9
7-ethyl-1H-indole

: 78-94-4
methyl vinyl ketone

: 4-(7-ethyl-1H-indol-3-yl)-butan-2-one

Conditions

Conditions	Yield
copper(II) bis(trifluoromethanesulfonate) In various solvent(s) at 20℃; for 3.5h;	90%

7-Ethylindole Chemical Properties

The molecular formula of 7-Ethylindole(22867-74-9) is C₁₀H₁₁N and its formula weight is 145.2.
The density of 7-Ethylindole(22867-74-9) is 1.058 g/mL at 20 °C(lit.) and it has a boiling point of 230 °C . The refractive index is about 1.603. Its flash point is 230°C.
The chemical synonyms of 7-Ethylindole(22867-74-9) are TIMTEC-BB SBB007573;7-ETHYLINDOLE;7-ETHYL-INDOL;7-ETHYLINDOLE(ETODOLAC INTERMEDIATE);7-Ethylindole,98+%;7-ETHYLCAMPTOTHECIN
The molecular structure of 7-Ethylindole(22867-74-9):

7-Ethylindole Toxicity Data With Reference

RTECS#: CAS# 22867-74-9: None listed
LD50/LC50: RTECS: Not available.
Carcinogenicity: 7-ETHYLINDOLE, 97% - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.

7-Ethylindole Safety Profile

Safety Statements 23-24/25
WGK Germany 3

7-Ethylindole Specification

Chemical Stability: Not available
Conditions to Avoid: Incompatible materials.
Incompatibilities with Other Materials Strong oxidizing agents.
Hazardous Decomposition Products Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization Has not been reported.

Product Name

7-Ethylindole

Synthetic route

7-Ethylindole Chemical Properties

7-Ethylindole Toxicity Data With Reference

7-Ethylindole Safety Profile

7-Ethylindole Specification

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