Product Name

  • Name

    Tryptophol

  • EINECS 208-393-2
  • CAS No. 526-55-6
  • Article Data99
  • CAS DataBase
  • Density 1.219 g/cm3
  • Solubility 10 g/L (20 °C) in water
  • Melting Point 56-59 °C(lit.)
  • Formula C10H11NO
  • Boiling Point 357.803 °C at 760 mmHg
  • Molecular Weight 161.203
  • Flash Point 170.193 °C
  • Transport Information
  • Appearance off-white to brown crystalline mass
  • Safety 24/25
  • Risk Codes  Xi:;
  • Molecular Structure Molecular Structure of 526-55-6 (Tryptophol)
  • Hazard Symbols IrritantXi
  • Synonyms Indole-3-ethanol(8CI);1H-Indole-3-ethanol;2-(1H-Indol-3-yl)ethanol;2-(3-Indolyl)ethanol;3-(2-Hydroxyethyl)-1H-indole;3-(2-Hydroxyethyl)indole;3-(b-Hydroxyethyl)indole;IEA;NSC 3884;b-(3-Indole)ethanol;3-Indoleethanol;
  • PSA 36.02000
  • LogP 1.70270

Synthetic route

indole-3-acetic acid
87-51-4

indole-3-acetic acid

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 3h; Reflux;100%
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 10h; Inert atmosphere;96%
Stage #1: indole-3-acetic acid With 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane at 20℃; for 12h; Inert atmosphere;
Stage #2: With silica gel In methanol at 50℃; for 3h;
92%
2-(3-indolyl)oxoacetic acid methyl ester
18372-22-0

2-(3-indolyl)oxoacetic acid methyl ester

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 12h;100%
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 70℃; for 5h; Inert atmosphere;80%
With sodium borohydrid In isopropyl alcohol
3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1H-indole
101079-48-5

3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1H-indole

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

Conditions
ConditionsYield
With aluminium(III) chloride hexahydrate In methanol at 100℃; for 0.25h; Solvent; Temperature; Microwave irradiation; Sealed tube; chemoselective reaction;98%
With cerium (IV) sulfate tetrahydrate In methanol at 130℃; for 0.333333h; Microwave irradiation;90%
Indole-3-acetic acid methyl ester
1912-33-0

Indole-3-acetic acid methyl ester

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran96%
With isopropyl alcohol In hexane at 0 - 20℃; for 0.583333h; Bouveault-Blanc Reduction; Inert atmosphere;81%
With tetrabutylammonium borohydride In dichloromethane for 10h; Heating;69%
ethyl 3-indoleacetate
778-82-5

ethyl 3-indoleacetate

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

Conditions
ConditionsYield
With methanol; Na/SiO2 In tetrahydrofuran at 0 - 25℃; Bouveault-Blanc reduction; Inert atmosphere;95%
With samarium diiodide; water; triethylamine In tetrahydrofuran at 20℃; for 20h; Inert atmosphere;81%
Stage #1: ethyl 3-indoleacetate With polyethylsiloxane; LiTi(OPr-i)4 at 100℃; for 24h;
Stage #2: With sodium hydroxide In tetrahydrofuran for 3h; Heating;
49%
With lithium aluminium tetrahydride; diethyl ether
With samarium diiodide; water; triethylamine In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;99 %Spectr.
2,3-dihydro-2H-furan
1191-99-7

2,3-dihydro-2H-furan

phenylhydrazine hydrochloride
59-88-1

phenylhydrazine hydrochloride

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

Conditions
ConditionsYield
With sulfuric acid In N,N-dimethyl acetamide; water at 100℃;92%
With L-(+)-tartaric acid-urea melt at 70℃; for 1h; Fischer Indole Synthesis;90%
With montmorillonite K-10 In N,N-dimethyl acetamide; water at 80℃; for 2h;75%
1-triethylsilanyl-4-(triethylsilanyloxy)but-1-yne
160194-28-5

1-triethylsilanyl-4-(triethylsilanyloxy)but-1-yne

2-bromoaniline
615-36-1

2-bromoaniline

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

Conditions
ConditionsYield
Stage #1: 1-triethylsilanyl-4-(triethylsilanyloxy)but-1-yne; 2-bromoaniline With 2 mol% Pd/C; sodium carbonate In N,N-dimethyl-formamide at 120℃; for 18h; Larock heteroannulation; Inert atmosphere;
Stage #2: With hydrogenchloride In water regioselective reaction;
87%
2,3-dihydro-1H-indole-3-ethanol
40118-09-0

2,3-dihydro-1H-indole-3-ethanol

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

Conditions
ConditionsYield
With dichloro[1,3-bis(2-methylphenyl)-2-imidazolidinylidene](benzylidene) (tricyclohexylphosphine) ruthenium(II); oxygen In ethyl acetate at 70℃; under 760.051 Torr; for 46h; Sealed tube;85%
3-indolylacetamide
879-37-8

3-indolylacetamide

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

Conditions
ConditionsYield
With samarium diiodide; water; triethylamine In tetrahydrofuran at 23℃; for 18h; Inert atmosphere; chemoselective reaction;82%
Multi-step reaction with 2 steps
1: aqueous NaOH
2: lithium alanate; diethyl ether
View Scheme
carbon monoxide
201230-82-2

carbon monoxide

2-[3-(tetrahydro-2H-pyran-2-yloxy)prop-1-yn-1-yl]aniline
287477-27-4

2-[3-(tetrahydro-2H-pyran-2-yloxy)prop-1-yn-1-yl]aniline

A

acetic acid 2-(1H-indol-3-yl)ethyl ester
13137-14-9

acetic acid 2-(1H-indol-3-yl)ethyl ester

B

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

C

3-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl]-1H-indole
156049-44-4

3-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl]-1H-indole

Conditions
ConditionsYield
With carbonylhydridetris(triphenylphosphine)rhodium(I); hydrogen; 1,2-bis-(diphenylphosphino)ethane In toluene at 100℃; under 18751.9 Torr; for 8h; regioselective reaction;A n/a
B n/a
C 78%
carbon monoxide
201230-82-2

carbon monoxide

(E)-3-(2-aminophenyl)prop-2-en-1-ol
195191-58-3

(E)-3-(2-aminophenyl)prop-2-en-1-ol

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

Conditions
ConditionsYield
With carbonylhydridetris(triphenylphosphine)rhodium(I); hydrogen; triphenylphosphine In toluene at 70℃; under 15514.4 Torr; for 70h;73%
tryptamine
61-54-1

tryptamine

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

Conditions
ConditionsYield
With carbonylchloro[4,5-bis(diisopropylphosphinomethyl)acridine]hydridoruthenium(II); water In 1,4-dioxane at 135℃; for 48h; Pressure; Schlenk technique; Inert atmosphere;62%
2,2-dimethyl-propionic acid 2-(1H-indol-3-yl)-ethyl ester

2,2-dimethyl-propionic acid 2-(1H-indol-3-yl)-ethyl ester

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

Conditions
ConditionsYield
With polymer-supported potassium thiophenolate In tetrahydrofuran; ethylene glycol at 140℃;50%
3-(2-(allyloxy)ethyl)-1-methyl-1H-indole

3-(2-(allyloxy)ethyl)-1-methyl-1H-indole

A

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

B

3-(2-(allyloxy)ethyl)-1H-indole

3-(2-(allyloxy)ethyl)-1H-indole

Conditions
ConditionsYield
With ammonia; sodium In tetrahydrofuran at -78 - -50℃; for 4h;A 22%
B 50%
methanol
67-56-1

methanol

2-(Indol-3'-yl)ethyl Trichloroacetate
141972-15-8

2-(Indol-3'-yl)ethyl Trichloroacetate

A

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

B

1,3,4,7-tetrahydro-7,7-dimethoxyoxocino<4,5,6-cd>indol-6-one
141972-21-6

1,3,4,7-tetrahydro-7,7-dimethoxyoxocino<4,5,6-cd>indol-6-one

Conditions
ConditionsYield
With acetonitrile for 0.416667h; Irradiation;A 48%
B 42%
3-phenylpropanoic acid methyl ester
103-25-3

3-phenylpropanoic acid methyl ester

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

indole-2,3-dione

lithium diisopropyl amide
4111-54-0

lithium diisopropyl amide

A

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

B

β-(phenylmethyl)-1H-indole-ethanol
178665-43-5

β-(phenylmethyl)-1H-indole-ethanol

Conditions
ConditionsYield
In tetrahydrofuran; cyclohexane; water; 3-Phenylpropionic acidA 46.9%
B n/a
2,3-dihydro-2H-furan
1191-99-7

2,3-dihydro-2H-furan

phenylhydrazine
100-63-0

phenylhydrazine

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

Conditions
ConditionsYield
With acetic acid In water Reflux;46%
S-methyl tryptophol dithiocarbonate

S-methyl tryptophol dithiocarbonate

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

Conditions
ConditionsYield
With Leptosphaeria maculans In acetonitrile for 24h; Enzymatic reaction;32%
2-(1H-indol-3-yl)-N,N-dimethylacetamide
91566-04-0

2-(1H-indol-3-yl)-N,N-dimethylacetamide

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

Conditions
ConditionsYield
With ethanol; sodium In hexane; paraffin oil at 0℃; for 0.0833333h;32%
2-ethoxytetrahydrofuran
13436-46-9

2-ethoxytetrahydrofuran

phenylhydrazine hydrochloride
59-88-1

phenylhydrazine hydrochloride

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

Conditions
ConditionsYield
In ethanol Heating;21.5%
indole
120-72-9

indole

2-acetylaminoethanol
142-26-7

2-acetylaminoethanol

A

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

B

N-Acetyltryptamine
1016-47-3

N-Acetyltryptamine

C

N-(2,2-bis(1H-indol-3-yl)ethyl)acetamide

N-(2,2-bis(1H-indol-3-yl)ethyl)acetamide

Conditions
ConditionsYield
With dichloro(pentamethylcyclopentadienyl) iridium; potassium acetate at 150℃; for 48h; Reagent/catalyst; Inert atmosphere; Sealed tube;A 10%
B 12%
C 21%
carbon monoxide
201230-82-2

carbon monoxide

allyl alcohol
107-18-6

allyl alcohol

phenylhydrazine
100-63-0

phenylhydrazine

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

Conditions
ConditionsYield
With hydrogen; toluene-4-sulfonic acid; 6,6′-[(3,3′-di-tert-butyl-5,5′-dimethoxy-1,1′-biphenyl-2,2′-diyl)bis(oxy)]bis(di-benzo[d,f][1,3,2]dioxaphosphepin); acetylacetonatodicarbonylrhodium(l) In 1,4-dioxane at 60 - 100℃; under 15001.2 Torr; for 43h;17%
2-(1-Triisopropylsilanyl-1H-indol-3-yl)-ethanol
181780-88-1

2-(1-Triisopropylsilanyl-1H-indol-3-yl)-ethanol

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 25℃; for 0.166667h; Yield given;
4-(trimethylsilyl)but-3-yn-1-ol
2117-12-6

4-(trimethylsilyl)but-3-yn-1-ol

2-iodophenylamine
615-43-0

2-iodophenylamine

A

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

B

trifluoro-acetic acid 2-(1H-indol-3-yl)-ethyl ester

trifluoro-acetic acid 2-(1H-indol-3-yl)-ethyl ester

Conditions
ConditionsYield
Yield given; Multistep reaction;
trifluoro-acetic acid 2-(1H-indol-3-yl)-ethyl ester

trifluoro-acetic acid 2-(1H-indol-3-yl)-ethyl ester

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

Conditions
ConditionsYield
With sodium methylate In methanol
oxirane
75-21-8

oxirane

indolyl magnesium bromide

indolyl magnesium bromide

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

Conditions
ConditionsYield
With diethyl ether; benzene und folgenden Erhitzen des Reaktionsgemisches auf ca. 100grad nach Abdestillieren des Aethers.;
indole
120-72-9

indole

fluorobenzene*Cr(CO)3 complex

fluorobenzene*Cr(CO)3 complex

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: diethyl ether
2: diethyl ether / 12 h / 20 °C
3: 100 percent / LiAlH4 / tetrahydrofuran / 12 h / 20 °C
View Scheme
indolyl-3-glyoxylyl chloride
22980-09-2

indolyl-3-glyoxylyl chloride

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diethyl ether / 12 h / 20 °C
2: 100 percent / LiAlH4 / tetrahydrofuran / 12 h / 20 °C
View Scheme
With sodium borohydrid In diethylene glycol dimethyl ether
Multi-step reaction with 2 steps
1: diethyl ether / 0 °C
2: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: triethylamine / 0.5 h / Reflux; Inert atmosphere
2: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 °C / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 2 steps
1: diethyl ether / 0 °C / Inert atmosphere
2: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 80 °C / Inert atmosphere
View Scheme
2-iodophenylamine
615-43-0

2-iodophenylamine

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: NaOMe / methanol
View Scheme
Multi-step reaction with 2 steps
2: NaOMe / methanol
View Scheme
dichloroacethyl chloride
79-36-7

dichloroacethyl chloride

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

2-(Indol-3'-yl)ethyl Dichloroacetate
141972-14-7

2-(Indol-3'-yl)ethyl Dichloroacetate

Conditions
ConditionsYield
With pyridine In dichloromethane for 18h; kept in the dark;100%
2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

acetic anhydride
108-24-7

acetic anhydride

acetic acid 2-(1H-indol-3-yl)ethyl ester
13137-14-9

acetic acid 2-(1H-indol-3-yl)ethyl ester

Conditions
ConditionsYield
With pyridine; dmap In dichloromethane for 24h; Ambient temperature;100%
With pyridine at 20℃; for 15h; Inert atmosphere;99%
With pyridine for 1h; Ambient temperature;55.3 g
With pyridine at 20℃; for 15h; Inert atmosphere;
2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1H-indole
101079-48-5

3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1H-indole

Conditions
ConditionsYield
With 1H-imidazole In tetrahydrofuran at 0 - 20℃; for 0.5h; Inert atmosphere;100%
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃; for 0.5h;100%
With 1H-imidazole In N,N-dimethyl-formamide for 16h; Ambient temperature;99%
2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

triisopropylsilyl chloride
13154-24-0

triisopropylsilyl chloride

3-(2-((triisopropylsilyl)oxy)ethyl)-1H-indole
242806-12-8

3-(2-((triisopropylsilyl)oxy)ethyl)-1H-indole

Conditions
ConditionsYield
With 1H-imidazole In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;100%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; Substitution;99%
2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

2,3-dihydro-1H-indole-3-ethanol
40118-09-0

2,3-dihydro-1H-indole-3-ethanol

Conditions
ConditionsYield
With sodium cyanoborohydride; acetic acid at 0 - 20℃; for 3.5h;100%
With sodium cyanoborohydride; acetic acid at 0 - 20℃; for 5h;38%
With sodium cyanoborohydride; acetic acid at 0 - 20℃; for 3.5h; Inert atmosphere;37.4%
2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

3-dimethylaminomethyl-4-(3-fluorophenyl)-4-hydroxy-cyclohexanone
876932-36-4

3-dimethylaminomethyl-4-(3-fluorophenyl)-4-hydroxy-cyclohexanone

1,1-(2-(dimethylaminomethyl)-3-hydroxy-3-(3-fluorophenyl)-pentamethylene)-1,3,4,9-tetrahydro-pyrano[3,4-b]indol

1,1-(2-(dimethylaminomethyl)-3-hydroxy-3-(3-fluorophenyl)-pentamethylene)-1,3,4,9-tetrahydro-pyrano[3,4-b]indol

Conditions
ConditionsYield
Stage #1: 2-(3-indole)-ethanol; 3-dimethylaminomethyl-4-(3-fluorophenyl)-4-hydroxy-cyclohexanone With methanesulfonic acid In dichloromethane at 20℃; for 24h;
Stage #2: With sodium hydroxide In water
Stage #3: With sodium hydroxide In water
100%
2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

indole-3-acetaldehyde
2591-98-2

indole-3-acetaldehyde

Conditions
ConditionsYield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In acetonitrile at 80℃; for 2h;99%
With 2-iodoxybenzoic acid In acetonitrile at 80℃; for 3h;91%
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide87%
1H-imidazole
288-32-4

1H-imidazole

2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

1-O-tert-Butyldimethylsilyl-2-(3-indolyl)ethanol

1-O-tert-Butyldimethylsilyl-2-(3-indolyl)ethanol

Conditions
ConditionsYield
In N,N-dimethyl-formamide99%
In N,N-dimethyl-formamide99%
2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

4-(Dimethylamino-phenyl-methyl)-cyclohexanone
943002-80-0

4-(Dimethylamino-phenyl-methyl)-cyclohexanone

1,1-[3-(dimethylamino-(phenyl)-methyl)-pentamethylene]-1,3,4,9-tetrahydropyrano[3,4-b]indole
954420-64-5

1,1-[3-(dimethylamino-(phenyl)-methyl)-pentamethylene]-1,3,4,9-tetrahydropyrano[3,4-b]indole

Conditions
ConditionsYield
Stage #1: 2-(3-indole)-ethanol; 4-(Dimethylamino-phenyl-methyl)-cyclohexanone With trifluorormethanesulfonic acid In dichloromethane at 20℃; for 6h;
Stage #2: With sodium hydroxide; water In dichloromethane
99%
2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

4-[(4-Chloro-phenyl)-dimethylamino-methyl]-cyclohexanone
943002-86-6

4-[(4-Chloro-phenyl)-dimethylamino-methyl]-cyclohexanone

1,1-[3-(dimethylamino-(4-chlorophenyl)-methyl)-pentamethylene]-1,3,4,9-tetrahydro-pyrano[3,4-b]indole
954420-68-9

1,1-[3-(dimethylamino-(4-chlorophenyl)-methyl)-pentamethylene]-1,3,4,9-tetrahydro-pyrano[3,4-b]indole

Conditions
ConditionsYield
Stage #1: 2-(3-indole)-ethanol; 4-[(4-Chloro-phenyl)-dimethylamino-methyl]-cyclohexanone With trifluorormethanesulfonic acid In dichloromethane at 20℃;
Stage #2: With sodium hydroxide; water In dichloromethane
99%
2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

methanesulfonic acid
75-75-2

methanesulfonic acid

C17H24N2O

C17H24N2O

4',9'-dihydro-4-(4-methylpiperazin-1-yl)-4-phenyl-3'H-spiro[cyclohexane-1,1'-pyrano[3,4-b]indole] methanesulfonate

4',9'-dihydro-4-(4-methylpiperazin-1-yl)-4-phenyl-3'H-spiro[cyclohexane-1,1'-pyrano[3,4-b]indole] methanesulfonate

Conditions
ConditionsYield
In dichloromethane at 20℃; for 4h;99%
2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

tert-butyl (4,4-dimethoxycyclohexa-2,5-dien-1-ylidene)carbamate
106501-78-4

tert-butyl (4,4-dimethoxycyclohexa-2,5-dien-1-ylidene)carbamate

di-tert-butyl (((3aS,8aS)-2,3-dihydro-8H-furo[2,3-b]indole-3a,8(8aH)-diyl)bis(4-methoxy-3,1-phenylene))dicarbamate

di-tert-butyl (((3aS,8aS)-2,3-dihydro-8H-furo[2,3-b]indole-3a,8(8aH)-diyl)bis(4-methoxy-3,1-phenylene))dicarbamate

Conditions
ConditionsYield
With (R)-6,6'-bis(9-phenanthryl)-1,1'-spirobiindanyl-7,7'-diyl hydrogen phosphate In toluene at 30℃; for 12h; Molecular sieve; stereoselective reaction;99%
2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

tert-butyl (4,4-diethoxycyclohexa-2,5-dien-1-ylidene)carbamate

tert-butyl (4,4-diethoxycyclohexa-2,5-dien-1-ylidene)carbamate

di-tert-butyl (((3aR,8aR)-2,3-dihydro-8H-furo[2,3-b]indole-3a,8(8aH)-diyl)bis(4-ethoxy-3,1-phenylene))dicarbamate

di-tert-butyl (((3aR,8aR)-2,3-dihydro-8H-furo[2,3-b]indole-3a,8(8aH)-diyl)bis(4-ethoxy-3,1-phenylene))dicarbamate

Conditions
ConditionsYield
With (R)-6,6'-bis(9-phenanthryl)-1,1'-spirobiindanyl-7,7'-diyl hydrogen phosphate In toluene at 30℃; for 12h; Molecular sieve; stereoselective reaction;99%
2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

(E)-(1-methyl-3-styryl-1H-indol-2-yl)diphenylmethanol

(E)-(1-methyl-3-styryl-1H-indol-2-yl)diphenylmethanol

2-(2-(4-methyl-2,3,3-triphenyl-1,2,3,4-tetrahydrocyclopenta[b]indol-1-yl)-1H-indol-3-yl)ethanol

2-(2-(4-methyl-2,3,3-triphenyl-1,2,3,4-tetrahydrocyclopenta[b]indol-1-yl)-1H-indol-3-yl)ethanol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In chloroform at 40℃; for 8h; chemoselective reaction;99%
2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

(E)-(5-methyl-3-styryl-1H-indol-2-yl)diphenylmethanol

(E)-(5-methyl-3-styryl-1H-indol-2-yl)diphenylmethanol

2-(1-(7-methyl-2,3,3-triphenyl-1,2,3,4-tetrahydrocyclopenta[b]-indol-1-yl)-1H-indol-3-yl)ethanol

2-(1-(7-methyl-2,3,3-triphenyl-1,2,3,4-tetrahydrocyclopenta[b]-indol-1-yl)-1H-indol-3-yl)ethanol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In chloroform at 30℃; for 3h; Molecular sieve; diastereoselective reaction;99%
2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

(E)-(5-methyl-3-styryl-1H-indol-2-yl)diphenylmethanol

(E)-(5-methyl-3-styryl-1H-indol-2-yl)diphenylmethanol

2-(2-(7-methyl-2,3,3-triphenyl-1,2,3,4-tetrahydrocyclopenta[b]indol-1-yl)-1H-indol-3-yl)ethanol

2-(2-(7-methyl-2,3,3-triphenyl-1,2,3,4-tetrahydrocyclopenta[b]indol-1-yl)-1H-indol-3-yl)ethanol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In chloroform at 40℃; for 8h; chemoselective reaction;99%
2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

(E)-(3-(4-fluorostyryl)-1H-indol-2-yl)diphenylmethanol

(E)-(3-(4-fluorostyryl)-1H-indol-2-yl)diphenylmethanol

2-(2-(2-(4-fluorophenyl)-3,3-diphenyl-1,2,3,4-tetrahydrocyclopenta[b]indol-1-yl)-1H-indol-3-yl)ethanol

2-(2-(2-(4-fluorophenyl)-3,3-diphenyl-1,2,3,4-tetrahydrocyclopenta[b]indol-1-yl)-1H-indol-3-yl)ethanol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In chloroform at 40℃; for 8h; chemoselective reaction;99%
2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

(E)-(3-(3-chlorostyryl)-1H-indol-2-yl)diphenylmethanol

(E)-(3-(3-chlorostyryl)-1H-indol-2-yl)diphenylmethanol

2-(2-(2-(3-chlorophenyl)-3,3-diphenyl-1,2,3,4 -tetrahydrocyclopenta[b]indol-1-yl)-1H-indol-3-yl)ethanol

2-(2-(2-(3-chlorophenyl)-3,3-diphenyl-1,2,3,4 -tetrahydrocyclopenta[b]indol-1-yl)-1H-indol-3-yl)ethanol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In chloroform at 40℃; for 8h; chemoselective reaction;99%
2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

C10H10N4O

C10H10N4O

Conditions
ConditionsYield
With 5,11,17,23,29,35-hexakis(tert-butyl)-37,38,39,40,41-hexakis(hydroxy)calix[6]arene; copper diacetate; 1-azido-1λ3-benzo[d][1,2]iodaoxol-3(1H)-one; 1-butyl-2,3-methylimidazolium tetrafluoroborate In dimethyl sulfoxide at 45℃; for 1.5h; Solvent; Reagent/catalyst; Inert atmosphere;98.5%
2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

1,1-dimethyl-1,3,4,9-tetrahydropyrano[3,4-b]indole
42821-17-0

1,1-dimethyl-1,3,4,9-tetrahydropyrano[3,4-b]indole

Conditions
ConditionsYield
With bismuth(lll) trifluoromethanesulfonate; water In toluene at 80℃; oxa Pictet-Spengler reaction;98%
With iron(II) triflate In toluene at 70℃; for 24h; Pictet-Spengler Synthesis; Green chemistry;98%
2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

buta-1,3-diene
106-99-0

buta-1,3-diene

3,3a,8,8a-tetrahydro-3a-(2,7-octadienyl)-2H-furo[2,3-b]indole

3,3a,8,8a-tetrahydro-3a-(2,7-octadienyl)-2H-furo[2,3-b]indole

Conditions
ConditionsYield
With 1,1'-bis-(diphenylphosphino)ferrocene; triethyl borane; palladium diacetate In tetrahydrofuran at 20℃; for 48h; Inert atmosphere; diastereoselective reaction;98%
2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

methanesulfonic acid
75-75-2

methanesulfonic acid

4-morpholino-4-phenylcyclohexanone
1004548-07-5

4-morpholino-4-phenylcyclohexanone

4',9'-dihydro-4-morpholino-4-phenyl-3'H-spiro[cyclohexane-1,1'-pyrano[3,4-b]indole] methanesulfonate

4',9'-dihydro-4-morpholino-4-phenyl-3'H-spiro[cyclohexane-1,1'-pyrano[3,4-b]indole] methanesulfonate

Conditions
ConditionsYield
In dichloromethane at 20℃; for 16h;98%
2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

4-methylacetophenone dimethyl acetal
53578-01-1

4-methylacetophenone dimethyl acetal

(R)-1-methyl-1-(p-tolyl)-1,3,4,9-tetrahydropyrano[3,4-b]indole

(R)-1-methyl-1-(p-tolyl)-1,3,4,9-tetrahydropyrano[3,4-b]indole

Conditions
ConditionsYield
With 2,3,4,5-tetrabromo-6-(((1R,2R)-2-(3-(4-nitro-3-(trifluoromethyl)phenyl)thioureido)-cyclohexyl)carbamoyl)benzoic acid In toluene at -30℃; for 18h; Pictet-Spengler Synthesis; Molecular sieve; Inert atmosphere; enantioselective reaction;98%
2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

3-Phenylpropenol
104-54-1

3-Phenylpropenol

C28H27NO

C28H27NO

Conditions
ConditionsYield
With iron(II) triflate; (S)-(+)-N-(3,5-dioxa-4-phosphacyclohepta-[2,1-a;3,4-a′]dinaphthalen-4-yl)dibenz[b,f]azepine; bis(1,5-cyclooctadiene)diiridium(I) dichloride In diethyl ether at 20℃; for 8h; Reagent/catalyst; Time; Temperature; Solvent; enantioselective reaction;97%
2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

(2-(3-bromophenyl)-3-oxocycloprop-1-enyl)methyl acetate

(2-(3-bromophenyl)-3-oxocycloprop-1-enyl)methyl acetate

C20H16BrNO2

C20H16BrNO2

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In tetrahydrofuran at 25℃; for 5h; Molecular sieve; Inert atmosphere;97%
2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

[bromo(difluoro)methyl](trimethyl)silane
115262-01-6

[bromo(difluoro)methyl](trimethyl)silane

3-(2-(difluoromethoxy)ethyl)-1H-indole

3-(2-(difluoromethoxy)ethyl)-1H-indole

Conditions
ConditionsYield
With potassium hydrogenfluoride In dichloromethane at 20℃; for 2h;97%
With potassium hydrogen difluoride In dichloromethane; water at 20℃; for 10h; Reagent/catalyst;93%
2-(3-indole)-ethanol
526-55-6

2-(3-indole)-ethanol

(E)-diphenyl(3-styryl-1H-indol-2-yl)methanol

(E)-diphenyl(3-styryl-1H-indol-2-yl)methanol

2-(1-(2,3,3-triphenyl-1,2,3,4-tetrahydrocyclopenta[b]indol-1-yl)-1H-indol-3-yl)ethanol

2-(1-(2,3,3-triphenyl-1,2,3,4-tetrahydrocyclopenta[b]indol-1-yl)-1H-indol-3-yl)ethanol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In chloroform at 30℃; for 3h; Catalytic behavior; Reagent/catalyst; Temperature; Solvent; Molecular sieve; diastereoselective reaction;97%

Tryptophol Chemical Properties

Product Name: Tryptophol (CAS NO.526-55-6)


Molecular Formula: C10H11NO
Molecular Weight: 161.2g/mol
Mol File: 526-55-6.mol
Einecs: 208-393-2
Melting Point: 56-59 °C(lit.)
Boiling point: 357.8 °C at 760 mmHg
Storage Temperature: 2-8°C
Flash Point: 170.2 °C
Density: 1.219 g/cm3
Water Solubility: 10 g/L (20 ºC)
Surface Tension: 57.5 dyne/cm
Enthalpy of Vaporization: 63.65 kJ/mol
Vapour Pressure: 9.66E-06 mmHg at 25°C
XLogP3-AA: 1.8
H-Bond Donor: 2
H-Bond Acceptor: 1
Structure Descriptors of Tryptophol (CAS NO.526-55-6):
  IUPAC Name: 2-(1H-indol-3-yl)ethanol
  Canonical SMILES: C1=CC=C2C(=C1)C(=CN2)CCO
  InChI: InChI=1S/C10H11NO/c12-6-5-8-7-11-10-4-2-1-3-9(8)10/h1-4,7,11-12H,5-6H2 
  InChIKey: MBBOMCVGYCRMEA-UHFFFAOYSA-N
Product Categories: Heterocyclic Compounds; Indoles; Simple Indoles

Tryptophol Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 351mg/kg (351mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Journal of Toxicology and Environmental Health. Vol. 1, Pg. 515, 1976.
mouse LD50 intravenous 180mg/kg (180mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#00777,

Tryptophol Safety Profile

Safety Information of Tryptophol (CAS NO.526-55-6):
Hazard Codes: XiIrritant
Safety Statements: 24/25
24:  Avoid contact with skin 
25:  Avoid contact with eyes 

Tryptophol Specification

 Tryptophol ,its CAS NO. is 526-55-6,the synonyms is 1H-Indole-3-ethanol ; 2-(3-Indolyl)ethanol ; 3-(2-Hydroxyethyl)indole ; 3-(beta-Hydroxyethyl)indole ; 3-Indolylethanol ; 5-21-03-00061 (Beilstein Handbook Reference) ; BRN 0125553 ; EINECS 208-393-2 ; Ethanol, 2-indol-3-yl- ; Ethanol, 3-indolyl- ; IEA ; Indole ethanol ; NSC 3884 .

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