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13523-92-7

Basic Information
CAS No.: 13523-92-7
Name: 1-methyl-1H-indol-5-ol
Article Data: 20
Molecular Structure:
Molecular Structure of 13523-92-7 (1-methyl-1H-indol-5-ol)
Formula: C9H9NO
Molecular Weight: 147.177
Synonyms: 1-methylindol-5-ol;
Density: 1.15±0.1 g/cm3(Predicted)
Melting Point: 42-43 °C
Boiling Point: 316.8±15.0 °C(Predicted)
PSA: 25.16000
LogP: 1.88390
Synthetic route
2439-68-1

5-benzyloxy-1-methylindole

13523-92-7

1-methyl-1H-indol-5-ol

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen In ethanol98%
With ammonium formate; palladium on activated charcoal In ethanol at 20℃; for 3h; Hydrogenolysis;
With hydrogen; palladium on activated charcoal
860297-30-9

5-{[tert-butyl(dimethyl)silyl]oxy}-1-methyl-1H-indole

13523-92-7

1-methyl-1H-indol-5-ol

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride; water In tetrahydrofuran at 20℃; for 2h;83%

(1-methyl-1H-indol-5-yl)boronic acid

13523-92-7

1-methyl-1H-indol-5-ol

Conditions
ConditionsYield
With [Rh2(bpy)2(μ-OAc)2(OAc)2]; oxygen; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide under 760.051 Torr; for 18h; Irradiation;71%
10075-52-2

5-bromo-1-methyl-H-indole

13523-92-7

1-methyl-1H-indol-5-ol

Conditions
ConditionsYield
Stage #1: 5-bromo-1-methyl-H-indole With diisobutylaluminium hydride; magnesium; lithium chloride In tetrahydrofuran at 20℃; for 0.5h; Green chemistry;
Stage #2: In tetrahydrofuran at -25℃; under 12929 Torr; for 0.0566667h; Green chemistry;
70%
With syn-benzaldehyde oxime; N1,N2-bis(thiophen-2-ylmethyl)oxalamide; caesium carbonate; copper(l) chloride In dimethyl sulfoxide at 80℃; for 20h; Reagent/catalyst; Temperature; Glovebox; Schlenk technique; Sealed tube; Inert atmosphere;51%
1421358-75-9

C12H11NO

13523-92-7

1-methyl-1H-indol-5-ol

Conditions
ConditionsYield
With palladium on activated charcoal; ethanolamine In water at 80℃; Inert atmosphere;57%
2521-13-3

5-methoxy-N-methylindole

13523-92-7

1-methyl-1H-indol-5-ol

Conditions
ConditionsYield
With pyridine hydrochloride for 3h; Reflux;46%
With methylaniline hydrobromide at 220℃;
With aluminium trichloride; benzene
2439-68-1

5-benzyloxy-1-methylindole

77-78-1

dimethyl sulfate

13523-92-7

1-methyl-1H-indol-5-ol

Conditions
ConditionsYield
Stage #1: 5-benzyloxy-1-methylindole With potassium hydroxide In ethanol at 20℃; for 0.166667h;
Stage #2: dimethyl sulfate With sodium sulfate In acetone for 0.5h;
Stage #3: With palladium 10% on activated carbon In ethanol for 4h;
37%
3489-95-0

(2,5-dimethoxy-phenethyl)-methyl-amine

13523-92-7

1-methyl-1H-indol-5-ol

Conditions
ConditionsYield
With hydrogen bromide und Behandeln des Reaktionsprodukts in wss.Aethylacetat-Loesung mit Kalium-hexacyanoferrat(III) in wss.Natriumhydrogencarbonat-Loesung.;
1215-59-4

5-benzyloxy-1H-indole

13523-92-7

1-methyl-1H-indol-5-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 55 percent / NaH
2: H2 / Pd/C
View Scheme
Multi-step reaction with 2 steps
1: KOH / dimethylsulfoxide / 0.5 h / 30 °C
2: ammonium formate / 10 percent Pd/C / ethanol / 3 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C
1.2: 20 °C
2.1: palladium on activated charcoal; hydrogen / ethanol
View Scheme
Multi-step reaction with 2 steps
1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 - 20 °C
1.2: 2 h / 20 °C
2.1: palladium 10% on activated carbon; hydrogen / ethanol / 21 h / 20 °C
View Scheme
59908-54-2

<(5-methoxy-1-methyl)indol-2-yl>carboxylic acid

13523-92-7

1-methyl-1H-indol-5-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 200 °C
2: aluminium chloride; benzene
View Scheme
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