CAS No.288385-88-6,4-Fluoro-5-hydroxy-2-methylindole Suppliers

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Basic Information

Molecular Structure:
CAS No.:	288385-88-6
Name:	4-Fluoro-5-hydroxy-2-methylindole
Article Data:	9

Formula:	C₉H₈FNO
Molecular Weight:	165.167
Synonyms:	2-Methyl-4-fluoro-5-hydroxyindole;4-Fluoro-2-methyl-1H-indol-5-ol;4-Fluoro-5-hydroxy-2-methyl-1H-indole;
EINECS:	608-263-9
Density:	1.367 g/cm³
Boiling Point:	327.324 °C at 760 mmHg
Flash Point:	151.761 °C
PSA:	36.02000
LogP:	2.32100

Synthetic route

: 1-(2-fluoro-3-benzyloxy-6-nitrophenyl)-2-methoxypropene

: 288385-88-6
4-fluoro-2-methyl-1H-indol-5-ol

Conditions

Conditions	Yield
With 5%-palladium/activated carbon; hydrogen In methanol at 55 - 60℃; under 1500.15 - 2250.23 Torr; for 4h; Autoclave;	91.3%

: 1-(2-fluoro-3-benzyloxy-6-nitrophenyl)-2-ethoxypropene

: 288385-88-6
4-fluoro-2-methyl-1H-indol-5-ol

Conditions

Conditions	Yield
With 5%-palladium/activated carbon; hydrogen In methanol at 45 - 50℃; under 2250.23 - 3000.3 Torr; for 6h; Autoclave;	91%

: 1-(2-fluoro-3-(4-methoxybenzyloxy)-6-nitrophenyl)-2-methoxypropene

: 288385-88-6
4-fluoro-2-methyl-1H-indol-5-ol

Conditions

Conditions	Yield
With hydrogen In acetonitrile at 50 - 55℃; under 2250.23 - 3000.3 Torr; for 5h; Autoclave;	89.7%

: 649736-31-2
1-(2-fluoro-3-hydroxy-6-nitrophenyl)propan-2-one

: 288385-88-6
4-fluoro-2-methyl-1H-indol-5-ol

Conditions

Conditions	Yield
With sodium dithionite In water at 0 - 30℃; for 1h;	81%
With sodium dithionite In methanol; water at 20 - 25℃; for 5h; Reissert Indole Synthesis; Large scale;	69%
With sodium dithionite; potassium carbonate In water at 25℃; for 2h; Product distribution / selectivity; Industry scale;	68%

: 288385-93-3
2-methyl-4-fluoro-5-methoxy-1H-indole

: 288385-88-6
4-fluoro-2-methyl-1H-indol-5-ol

Conditions

Conditions	Yield
With boron tribromide In dichloromethane	70%
With boron tribromide In dichloromethane	70%
With boron tribromide In dichloromethane	70%

: 288385-98-8
1-(3-benzyloxy-2-fluoro-6-nitro-phenyl)-propan-2-one

: 288385-88-6
4-fluoro-2-methyl-1H-indol-5-ol

Conditions

Conditions	Yield
With ammonium formate; palladium 10% on activated carbon In methanol at 20℃;	61%
With acetic acid; palladium on charcoal In ethanol; ethyl acetate	30%
With acetic acid; palladium on charcoal In ethanol; ethyl acetate	30%

: 771-69-7
2,3,4-trifluoronitrobenzene

: 288385-88-6
4-fluoro-2-methyl-1H-indol-5-ol

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: potassium tert-butylate / tetrahydrofuran / 7.75 h / 10 °C / Large scale 1.2: 5.5 h / 10 - 22 °C / Large scale 2.1: sulfuric acid / acetic acid / 6.42 h / 70 °C / Large scale 3.1: potassium carbonate / 18.83 h / 9 - 25 °C / Reflux; Large scale 4.1: aluminum (III) chloride; trimethylamine hydrochloride / dichloromethane / 6.75 h / 22 - 42 °C / 2250.23 Torr / Large scale 5.1: sodium dithionite / methanol; water / 5 h / 20 - 25 °C / Large scale View Scheme
Multi-step reaction with 5 steps 1: sodium hydride / tetrahydrofuran / 12 h / 5 - 20 °C 2: hydrogenchloride; acetic acid / 12 h / Reflux 3: N,N-dimethyl-formamide / 10 h / 100 °C 4: hydrogen; palladium on activated charcoal / N,N-dimethyl-formamide; ethanol / 10 h / 40 °C 5: sodium hydrogencarbonate; water / methanol / 10 h / 20 °C View Scheme

Yield

Multi-step reaction with 5 steps
1.1: potassium tert-butylate / tetrahydrofuran / 7.75 h / 10 °C / Large scale
1.2: 5.5 h / 10 - 22 °C / Large scale
2.1: sulfuric acid / acetic acid / 6.42 h / 70 °C / Large scale
3.1: potassium carbonate / 18.83 h / 9 - 25 °C / Reflux; Large scale
4.1: aluminum (III) chloride; trimethylamine hydrochloride / dichloromethane / 6.75 h / 22 - 42 °C / 2250.23 Torr / Large scale
5.1: sodium dithionite / methanol; water / 5 h / 20 - 25 °C / Large scale
View Scheme

Multi-step reaction with 5 steps
1: sodium hydride / tetrahydrofuran / 12 h / 5 - 20 °C
2: hydrogenchloride; acetic acid / 12 h / Reflux
3: N,N-dimethyl-formamide / 10 h / 100 °C
4: hydrogen; palladium on activated charcoal / N,N-dimethyl-formamide; ethanol / 10 h / 40 °C
5: sodium hydrogencarbonate; water / methanol / 10 h / 20 °C
View Scheme

: 1022112-32-8
2-(2,3-difluoro-6-nitrophenyl)-3-oxobutanoic acid ethyl ester

: 288385-88-6
4-fluoro-2-methyl-1H-indol-5-ol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: sulfuric acid / acetic acid / 6.42 h / 70 °C / Large scale 2: potassium carbonate / 18.83 h / 9 - 25 °C / Reflux; Large scale 3: aluminum (III) chloride; trimethylamine hydrochloride / dichloromethane / 6.75 h / 22 - 42 °C / 2250.23 Torr / Large scale 4: sodium dithionite / methanol; water / 5 h / 20 - 25 °C / Large scale View Scheme
Multi-step reaction with 4 steps 1: hydrogenchloride; acetic acid / 12 h / Reflux 2: N,N-dimethyl-formamide / 10 h / 100 °C 3: hydrogen; palladium on activated charcoal / N,N-dimethyl-formamide; ethanol / 10 h / 40 °C 4: sodium hydrogencarbonate; water / methanol / 10 h / 20 °C View Scheme

: 121247-16-3
1-(2,3-difluoro-6-nitrophenyl)propan-2-one

: 288385-88-6
4-fluoro-2-methyl-1H-indol-5-ol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: potassium carbonate / 18.83 h / 9 - 25 °C / Reflux; Large scale 2: aluminum (III) chloride; trimethylamine hydrochloride / dichloromethane / 6.75 h / 22 - 42 °C / 2250.23 Torr / Large scale 3: sodium dithionite / methanol; water / 5 h / 20 - 25 °C / Large scale View Scheme
Multi-step reaction with 3 steps 1: N,N-dimethyl-formamide / 10 h / 100 °C 2: hydrogen; palladium on activated charcoal / N,N-dimethyl-formamide; ethanol / 10 h / 40 °C 3: sodium hydrogencarbonate; water / methanol / 10 h / 20 °C View Scheme

: 288385-99-9
1-(2-fluoro-3-methoxy-6-nitrophenyl)propan-2-one

: 288385-88-6
4-fluoro-2-methyl-1H-indol-5-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aluminum (III) chloride; trimethylamine hydrochloride / dichloromethane / 6.75 h / 22 - 42 °C / 2250.23 Torr / Large scale 2: sodium dithionite / methanol; water / 5 h / 20 - 25 °C / Large scale View Scheme

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Chemistry

Systematic Name: 4-Fluoro-2-methyl-1H-indol-5-ol
Synonyms of 1H-Indol-5-ol,4-fluoro-2-methyl- (CAS NO.288385-88-6): 2-Methyl-4-fluoro-5-hydroxyindole ; 4-Fluoro-5-hydroxy-2-methyl-1H-indole ; 4-Fluoro-5-hydroxy-2-methylindole
CAS NO: 288385-88-6
Molecular Formula: C₉H₈FNO
Molecular Weight: 165.16
Molecular Structure:
H bond acceptors: 2
H bond donors: 2
Freely Rotating Bonds: 1
Polar Surface Area: 36.02 Å²
Index of Refraction: 1.672
Molar Refractivity: 45.229 cm³
Molar Volume: 120.786 cm³
Surface Tension: 56.05 dyne/cm
Density: 1.367 g/cm³
Flash Point: 151.761 °C
Enthalpy of Vaporization: 59.224 kJ/mol
Boiling Point: 327.324 °C at 760 mmHg
Vapour Pressure: 0 mmHg at 25°C
SMILES: Fc1c(O)ccc2c1cc(n2)C Copy
InChI: InChI=1/C9H8FNO/c1-5-4-6-7(11-5)2-3-8(12)9(6)10/h2-4,11-12H,1H3 Copy
InChIKey: UMWRMOYYUHIPDT-UHFFFAOYAG
Std. InChI: InChI=1S/C9H8FNO/c1-5-4-6-7(11-5)2-3-8(12)9(6)10/h2-4,11-12H,1H3 Copy
Std. InChIKey: UMWRMOYYUHIPDT-UHFFFAOYSA-N
Product Categories of 1H-Indol-5-ol,4-fluoro-2-methyl- (CAS NO.288385-88-6): Boronic Acid;Heterocyclic Compounds