3-Methyl-5-(phenylmethoxy)-2-[4-(phenylmethoxy)phenyl]-1H-indole supplier

Name
3-METHYL-5-(PHENYLMETHOXY)-2-[4-(PHENYLMETHOXY)PHENYL]-1H-INDOLE
EINECS 1592732-453-0
CAS No. 198479-63-9
Article Data24
CAS DataBase
Density 1.189 g/cm³
Solubility
Melting Point
Formula C₂₉H₂₅NO₂
Boiling Point 620.486 °C at 760 mmHg
Molecular Weight 419.523
Flash Point 213.925 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 3-METHYL-5-(PHENYLMETHOXY)-2-[4-(PHENYLMETHOXY)PHENYL]-1H-INDOLE;1H-Indole, 3-Methyl-5-(phenylMethoxy)-2-[4-(phenylMethoxy)phenyl]-
PSA 34.25000
LogP 7.30130

Synthetic route

: 35081-45-9
1-<4-(benzyloxy)phenyl>-2-bromo-1-propanone

: 51388-20-6
4-benzyloxyaniline hydrochloride

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 115℃; for 4h; Temperature; Reagent/catalyst;	94.6%
Stage #1: 1-<4-(benzyloxy)phenyl>-2-bromo-1-propanone; 4-benzyloxyaniline hydrochloride With triethylamine In butan-1-ol at 118℃; for 3h; Bischler-Moehlau Indole Synthesis; Stage #2: With hydrogenchloride In water; butan-1-ol at 118℃; for 7h; Temperature; Reagent/catalyst; Bischler-Moehlau Indole Synthesis;	90.5%
With triethylamine In N,N-dimethyl-formamide at 120 - 150℃; for 4h; Bischler indole synthesis; Inert atmosphere;	84.9%

: 4495-66-3
4-benzyloxypropiophenone

: 52068-30-1
4-benzyloxyphenylhydrazine hydrochloride

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

Conditions

Conditions	Yield
With acetic acid In ethanol at 75 - 80℃; Product distribution / selectivity;	94%
acetic acid In ethanol at 75 - 80℃; for 12h; Product distribution / selectivity;	94%
With hydrogenchloride In ethanol for 2h; Reflux;	84%

: C33H27N3O2

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

Conditions

Conditions	Yield
With sodium ethanolate In ethanol; dimethyl sulfoxide at 100℃; for 20h;	85%
With sodium ethanolate In dimethyl sulfoxide at 130℃;	72%

: 1-(4-benzyloxyphenyl)-2-morpholin-4-yl-propan-1-one

: 51388-20-6
4-benzyloxyaniline hydrochloride

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

Conditions

Conditions	Yield
In chlorobenzene at 125 - 130℃; for 8h; Large scale;	83.5%

: 1048697-94-4
1-(4-benzyloxyphenyl)-2-(4-benzyloxy-phenylamino)-1-propanone

: 51388-20-6
4-benzyloxyaniline hydrochloride

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

Conditions

Conditions	Yield
In isopropyl alcohol at 110 - 115℃; for 5h; Product distribution / selectivity;	82%
In ethanol at 110 - 115℃; for 5h; Product distribution / selectivity;	79%

: 1048697-94-4
1-(4-benzyloxyphenyl)-2-(4-benzyloxy-phenylamino)-1-propanone

: 6373-46-2
p-benzyloxyaniline

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

Conditions

Conditions	Yield
In 2-ethoxy-ethanol for 6h; Reflux;	80.5%

: 4’-benzyloxy-2-bromophenyl propiophenone

: 51388-20-6
4-benzyloxyaniline hydrochloride

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide for 2.5h; Reflux;	65%

: 4’-benzyloxy-2-bromophenyl propiophenone

: 6373-46-2
p-benzyloxyaniline

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

Conditions

Conditions	Yield
In dichloromethane; ethyl acetate; N,N-dimethyl-formamide	33%
In dichloromethane; ethyl acetate; N,N-dimethyl-formamide	33%
In dichloromethane; ethyl acetate; N,N-dimethyl-formamide	33%

: 4-benzyloxy-2-bromophenylpropiophenone

: 6373-46-2
p-benzyloxyaniline

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

Conditions

Conditions	Yield
In dichloromethane; ethyl acetate; N,N-dimethyl-formamide	33%

: 6373-46-2
p-benzyloxyaniline

: 4495-66-3
4-benzyloxypropiophenone

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 125℃; for 6h;	23%

: 4495-66-3
4-benzyloxypropiophenone

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: bromine / acetic acid / 3 h / 0 - 20 °C 2: triethylamine / N,N-dimethyl-formamide / 4 h / 120 - 150 °C / Inert atmosphere View Scheme
Multi-step reaction with 3 steps 1: bromine / 1,4-dioxane; methanol / 1 h / 20 °C 2: triethylamine / ethanol / 5 h / 20 °C 3: 2-ethoxy-ethanol / 6 h / Reflux View Scheme
Multi-step reaction with 3 steps 1: aluminum (III) chloride; bromine / toluene; methanol / 40 - 45 °C / Large scale 2: toluene / 2 h / 110 °C / Reflux; Large scale 3: chlorobenzene / 8 h / 125 - 130 °C / Large scale View Scheme
Multi-step reaction with 2 steps 1: bromine; acetic acid / 1 h / 0 °C 2: triethylamine / N,N-dimethyl-formamide / 5 h / 120 - 150 °C View Scheme

: 100-39-0
benzyl bromide

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: potassium carbonate / acetone / 60 °C 2: bromine / acetic acid / 3 h / 0 - 20 °C 3: triethylamine / N,N-dimethyl-formamide / 4 h / 120 - 150 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate / acetone / 60 °C 2: triethylamine / N,N-dimethyl-formamide / 6 h / 125 °C View Scheme
Multi-step reaction with 3 steps 1: potassium carbonate / acetone / 18 h / Reflux 2: bromine; acetic acid / 1 h / 0 °C 3: triethylamine / N,N-dimethyl-formamide / 5 h / 120 - 150 °C View Scheme

: 70-70-2
4-hydroxypropiophenone

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: potassium carbonate / acetone / 60 °C 2: bromine / acetic acid / 3 h / 0 - 20 °C 3: triethylamine / N,N-dimethyl-formamide / 4 h / 120 - 150 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate / acetonitrile / 16 h / 20 °C / Inert atmosphere 2: hydrogenchloride / ethanol / 2 h / Reflux View Scheme
Multi-step reaction with 4 steps 1: potassium carbonate / acetone / 24 h / Reflux 2: bromine / 1,4-dioxane; methanol / 1 h / 20 °C 3: triethylamine / ethanol / 5 h / 20 °C 4: 2-ethoxy-ethanol / 6 h / Reflux View Scheme

: 35081-45-9
1-<4-(benzyloxy)phenyl>-2-bromo-1-propanone

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triethylamine / ethanol / 5 h / 20 °C 2: 2-ethoxy-ethanol / 6 h / Reflux View Scheme
Multi-step reaction with 2 steps 1: toluene / 2 h / 110 °C / Reflux; Large scale 2: chlorobenzene / 8 h / 125 - 130 °C / Large scale View Scheme

: 100-02-7
4-nitro-phenol

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: potassium carbonate / acetone / 24 h / Reflux 2: tin(ll) chloride / ethanol / 24 h / 45 °C / Inert atmosphere 3: 2-ethoxy-ethanol / 6 h / Reflux View Scheme

: 100-44-7
benzyl chloride

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: potassium carbonate / acetone / 24 h / Reflux 2: tin(ll) chloride / ethanol / 24 h / 45 °C / Inert atmosphere 3: 2-ethoxy-ethanol / 6 h / Reflux View Scheme
Multi-step reaction with 4 steps 1: potassium carbonate / acetone / 24 h / Reflux 2: bromine / 1,4-dioxane; methanol / 1 h / 20 °C 3: triethylamine / ethanol / 5 h / 20 °C 4: 2-ethoxy-ethanol / 6 h / Reflux View Scheme
Multi-step reaction with 4 steps 1.1: tetrabutylammomium bromide / toluene; water / 90 °C / Reflux; Large scale 1.2: Reflux; Large scale 2.1: aluminum (III) chloride; bromine / toluene; methanol / 40 - 45 °C / Large scale 3.1: toluene / 2 h / 110 °C / Reflux; Large scale 4.1: chlorobenzene / 8 h / 125 - 130 °C / Large scale View Scheme

: 1145-76-2
benzyl 4-nitrophenyl ether

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tin(ll) chloride / ethanol / 24 h / 45 °C / Inert atmosphere 2: 2-ethoxy-ethanol / 6 h / Reflux View Scheme

: 223251-25-0
1-{2-[4-(chloromethyl)phenoxy]ethyl}hexahydro-1H-azepine hydrochloride

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

: 198480-21-6
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1-[4-(2-azepan-1-yl-ethoxy)-benzyl]-1H-indole

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 10h; Time; Reagent/catalyst;	93.7%
Stage #1: 5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole With sodium hydroxide In water; dimethyl sulfoxide at 20℃; for 1h; Large scale; Stage #2: 1-{2-[4-(chloromethyl)phenoxy]ethyl}hexahydro-1H-azepine hydrochloride In dimethyl sulfoxide; N,N-dimethyl-formamide at 20℃; for 1h; Solvent; Time; Large scale;	91.8%
With sodium hydride In N,N-dimethyl acetamide at 0 - 10℃; for 0.5h; Large scale;	82.6%

: 112772-83-5
(4-chloromethylphenoxy)acetonitrile

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

: 1251936-40-9
{4-[5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-indol-1-ylmethyl]-phenoxy}-acetonitrile

Conditions

Conditions	Yield
Stage #1: 5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole With sodium amide In N,N-dimethyl-formamide at 10 - 15℃; for 0.25h; Stage #2: 4-chloromethyl phenoxy acetonitrile In N,N-dimethyl-formamide at 10 - 15℃;	80%

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

: 91444-54-1
2-(4-hydroxyphenyl)-3-methyl-1H-indol-5-ol

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran; ethanol at 20℃;	78.3%
Multi-step reaction with 2 steps 1.1: sodium hydride / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere 1.2: 2.5 h / 0 °C / Inert atmosphere; Reflux 2.1: hydrogen; 20% palladium hydroxide-activated charcoal / methanol; ethyl acetate / 0.5 h View Scheme
Multi-step reaction with 2 steps 1.1: sodium hydride / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere 1.2: 2.5 h / 0 °C / Inert atmosphere; Reflux 2.1: hydrogen; 20% palladium hydroxide-activated charcoal / methanol; ethyl acetate / 0.5 h View Scheme
Multi-step reaction with 2 steps 1.1: sodium hydride / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere 1.2: 2.5 h / 0 °C / Inert atmosphere; Reflux 2.1: hydrogen; 20% palladium hydroxide-activated charcoal / methanol; ethyl acetate / 0.5 h View Scheme

: tert-butyl (4-(4-(bromomethyl)phenoxy)butyl)carbamate

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

: tert-butyl (4-(4-((5-(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-methyl-1H-indol-1-yl)methyl)phenoxy)butyl)carbamate

Conditions

Conditions	Yield
Stage #1: 5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: tert-butyl (4-(4-(bromomethyl)phenoxy)butyl)carbamate In N,N-dimethyl-formamide at 0 - 20℃; for 12h;	73%

: 5544-60-5
4-(benzyloxy)benzyl bromide

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

A: 1-(4-(benzyloxy)benzyl)-5-(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-methyl-1H-indole

B: 3-(4-(benzyloxy)benzyl)-5-(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-methyl-3H-indole

Conditions

Conditions	Yield
Stage #1: 5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h; Inert atmosphere; Stage #2: 4-(benzyloxy)benzyl bromide In tetrahydrofuran at 0℃; for 2.5h; Inert atmosphere; Reflux;	A 68% B 30%

...Expand

: 459-46-1
4-Fluorobenzyl bromide

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

A: 3-(4-fluorobenzyl)-5-(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-methyl-3H-indole

B: 1-(4-fluorobenzyl)-5-(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-methyl-1H-indole

Conditions

Conditions	Yield
Stage #1: 5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h; Inert atmosphere; Stage #2: 4-Fluorobenzyl bromide In tetrahydrofuran at 0℃; for 2.5h; Inert atmosphere; Reflux;	A 23% B 68%

...Expand

: 869006-43-9
1-[(S)-2-(4-Chloromethyl-phenoxy)-1-methyl-ethyl]-pyrrolidine

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

: 869006-49-5
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1-[4-(2-pyrrolidin-1-yl-propoxy)-benzyl]-1H-indole

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide	67%

: 869006-41-7
(R)-1-[2-(4-Chloromethyl-phenoxy)-ethyl]-3-methyl-pyrrolidine

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

: 869006-47-3
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1-{4-[2-(3-methyl-pyrrolidin-1-yl)-ethoxy]-benzyl}-1H-indole

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide	67%

: 629-03-8
1 ,6-dibromohexane

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

A: 1,6-bis(5-(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-methyl-1H-indol-1-yl)hexane

B: C35H36BrNO2

C: C35H36BrNO2

Conditions

Conditions	Yield
Stage #1: 5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h; Inert atmosphere; Stage #2: 1 ,6-dibromohexane In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;	A 26% B 66% C 12%

...Expand

: 1215269-88-7
1-(bromomethyl)-4-(triphenylmethoxy)benzene

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

: 5-(benzyloxy)-2-[4-(benzyloxy)phenyl]-3-methyl-1-[[4-(triphenylmethoxy)phenyl]methyl]-1H-indole

Conditions

Conditions	Yield
Stage #1: 5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: 1-(bromomethyl)-4-(triphenylmethoxy)benzene In N,N-dimethyl-formamide at 0℃; for 2h;	66%

: 111-24-0
1,5-dibromo-pentane

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

A: 1,5-bis(5-(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-methyl-1H-indol-1-yl)pentane

B: 6-(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-(5-bromopentyl)-3-methyl-3H-indole

C: 5-(benzyloxy)-2-(4-(benzyloxy)phenyl)-1-(5-bromopentyl)-3-methyl-1H-indole

Conditions

Conditions	Yield
Stage #1: 5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h; Inert atmosphere; Stage #2: 1,5-dibromo-pentane In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;	A 22% B 9% C 65%

...Expand

: 110-52-1
1,4-dibromo-butane

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

A: 5-(benzyloxy)-2-(4-(benzyloxy)phenyl)-1-(4-bromobutyl)-3-methyl-1H-indole

B: 6-(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-(4-bromobutyl)-3-methyl-3H-indole

C: 1,4-bis(5-(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-methyl-1H-indol-1-yl)butane

Conditions

Conditions	Yield
Stage #1: 5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h; Inert atmosphere; Stage #2: 1,4-dibromo-butane In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;	A 63% B 17% C 20%

...Expand

: 623-24-5
1,4-bis(bromomethyl)benzene

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

A: 5-(benzyloxy)-2-(4-(benzyloxy)phenyl)-1-(4-(bromomethyl)benzyl)-3-methyl-1H-indole

B: 1,4-bis((5-(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-methyl-1H-indol-1-yl)methyl)benzene

Conditions

Conditions	Yield
Stage #1: 5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h; Inert atmosphere; Stage #2: 1,4-bis(bromomethyl)benzene In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;	A 22% B 63%

...Expand

: 110-52-1
1,4-dibromo-butane

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

: 5-(benzyloxy)-2-(4-(benzyloxy)phenyl)-1-(4-bromobutyl)-3-methyl-1H-indole

Conditions

Conditions	Yield
Stage #1: 5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole With sodium hydride In N,N-dimethyl-formamide for 0.666667h; Stage #2: 1,4-dibromo-butane With N,N-dimethyl-formamide at 20℃; for 2.5h;	60.6%

: 1343413-04-6
2-(4-bromomethylphenoxy)ethyl 4-methylbenzenesulfonate

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

A: C45H41NO6S

B: 1343413-11-5
2-(4-{[5-(benzyloxy)-2-[4-(benzyloxy)phenyl]-3-methyl-1H-indol-1-yl]methyl}phenoxy)ethyl 4-methylbenzene-1-sulfonate

Conditions

Conditions	Yield
Stage #1: 5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole With sodium hydride In N,N-dimethyl-formamide at -10 - -5℃; for 0.5h; Stage #2: 2-(4-bromomethylphenoxy)ethyl 4-methylbenzenesulfonate In N,N-dimethyl-formamide at -5 - 0℃; for 3h; Stage #3: With acetic acid In N,N-dimethyl-formamide	A n/a B 60%

...Expand

: 4549-32-0
1,8-dibromooctane

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

A: 5-(benzyloxy)-2-(4-(benzyloxy)phenyl)-1-(8-bromooctyl)-3-methyl-1H-indole

B: 1,8-bis(5-(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-methyl-1H-indol-1-yl)octane

C: 6-(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-(8-bromooctyl)-3-methyl-3H-indole

Conditions

Conditions	Yield
Stage #1: 5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h; Inert atmosphere; Stage #2: 1,8-dibromooctane In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;	A 60% B 22% C 13%

...Expand

: 80494-75-3
ethyl [p-(chloromethyl)phenoxy]acetate

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

: 198479-82-2
{4-[5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-indol-1-ylmethyl]-phenoxy}-acetic acid ethyl ester

Conditions

Conditions	Yield
Stage #1: 5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.333333h; Stage #2: ethyl [p-(chloromethyl)phenoxy]acetate In N,N-dimethyl-formamide at 20℃; for 18h; Further stages.;	59%
Stage #1: 5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.333333h; Stage #2: ethyl [p-(chloromethyl)phenoxy]acetate In N,N-dimethyl-formamide at 20℃;	29.7%

: 3344-70-5
1,12-dibromododecane

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

A: 6-(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-(12-bromododecyl)-3-methyl-3H-indole

B: 5-(benzyloxy)-2-(4-(benzyloxy)phenyl)-1-(12-bromododecyl)-3-methyl-1H-indole

C: 1,12-bis(5-(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-methyl-1H-indol-1-yl)dodecane

Conditions

Conditions	Yield
Stage #1: 5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h; Inert atmosphere; Stage #2: 1,12-dibromododecane In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;	A 11% B 59% C 30%

...Expand

: 21852-50-6
3,4,5-trimethoxybenzyl bromide

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

A: 3-(3,4,5-trimethoxybenzyl)-5-(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-methyl-3H-indole

B: 1-(3,4,5-trimethoxybenzyl)-5-(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-methyl-1H-indole

Conditions

Conditions	Yield
Stage #1: 5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h; Inert atmosphere; Stage #2: 3,4,5-trimethoxybenzyl bromide In tetrahydrofuran at 0℃; for 2.5h; Inert atmosphere; Reflux;	A 17% B 51%

...Expand

: 588-63-6
3-phenoxypropyl bromide

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

: 5-(bezyloxy)-2-(4-(benzyloxy)phenyl)-3-methyl-1-(3-phenoxypropyl)-1H-indole

Conditions

Conditions	Yield
Stage #1: 5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 1h; Inert atmosphere; Stage #2: 3-phenoxypropyl bromide In N,N-dimethyl-formamide at 0 - 20℃; for 2h; Inert atmosphere;	46.7%

: 1462-37-9
bromoethyl-2-benzyl ether

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

: 5-(benzyloxy)-1-(2-(benzyloxy)ethyl)-2-(4-(benzyloxy)phenyl)-3-methyl-1H-indole

Conditions

Conditions	Yield
Stage #1: 5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h; Inert atmosphere; Stage #2: bromoethyl-2-benzyl ether In tetrahydrofuran at 0℃; for 2.5h; Inert atmosphere; Reflux;	43%

: 589-10-6
phenoxyethyl bromide

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

: 5-(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-methyl-1-(2-phenoxyethyl)-1H-indole

Conditions

Conditions	Yield
Stage #1: 5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 1h; Inert atmosphere; Stage #2: phenoxyethyl bromide In N,N-dimethyl-formamide at 0 - 20℃; for 2h; Inert atmosphere;	41.2%

3-Methyl-5-(phenylmethoxy)-2-[4-(phenylmethoxy)phenyl]-1H-indole Chemical Properties

Molecular Structure of 3-Methyl-5-(phenylmethoxy)-2-[4-(phenylmethoxy)phenyl]-1H-indole (CAS NO.198479-63-9):

Systematic Name: 5-(Benzyloxy)-2-[4-(benzyloxy)phenyl]-3-methyl-1H-indole
Molecular Formula: C₂₉H₂₅NO₂
Molecular Weight: 419.51
Mol File: 198479-63-9.mol
H bond acceptors: 3
H bond donors: 1
Freely Rotating Bonds: 7
Index of Refraction: 1.66
Molar Refractivity: 130.27 cm³
Molar Volume: 352.8 cm³
Surface Tension: 50.2 dyne/cm
Density: 1.188 g/cm³
Flash Point: 213.9 °C
Enthalpy of Vaporization: 88.59 kJ/mol
Boiling Point: 620.5 °C at 760 mmHg
Vapour Pressure: 1.19E-14 mmHg at 25 °C
SMILES: O(c4ccc(c3c(c2cc(OCc1ccccc1)ccc2n3)C)cc4)Cc5ccccc5
InChI: InChI=1/C29H25NO2/c1-21-27-18-26(32-20-23-10-6-3-7-11-23)16-17-28(27)30-29(21)24-12-14-25(15-13-24)31-19-22-8-4-2-5-9-22/h2-18,30H,19-20H2,1H3
InChIKey: KRIJKJMYOVWRSJ-UHFFFAOYAN

3-Methyl-5-(phenylmethoxy)-2-[4-(phenylmethoxy)phenyl]-1H-indole Specification

3-Methyl-5-(phenylmethoxy)-2-[4-(phenylmethoxy)phenyl]-1H-indole (CAS NO.198479-63-9), its Synonyms are 1H-Indole,3-methyl-5-(phenylmethoxy)-2-[4-(phenylmethoxy)phenyl]- ; 5-(Benzyloxy)-2-[4-(benzyloxy)phenyl]-3-methyl-1H-indole ; 5-Benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole .

Product Name

3-METHYL-5-(PHENYLMETHOXY)-2-[4-(PHENYLMETHOXY)PHENYL]-1H-INDOLE

Synthetic route

3-Methyl-5-(phenylmethoxy)-2-[4-(phenylmethoxy)phenyl]-1H-indole Chemical Properties

3-Methyl-5-(phenylmethoxy)-2-[4-(phenylmethoxy)phenyl]-1H-indole Specification

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