1H-INDOL-2-YLMETHANOL Chemical Properties

Melting point:

72-78 °C

Boiling point:

360.6±17.0 °C(Predicted)

Density 

1.272±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

form 

solid

pka

14.86±0.10(Predicted)

Appearance

Light brown to yellow Solid

InChI

InChI=1S/C9H9NO/c11-6-8-5-7-3-1-2-4-9(7)10-8/h1-5,10-11H,6H2

InChIKey

XEEANGGQJOWRTG-UHFFFAOYSA-N

SMILES

N1C2=C(C=CC=C2)C=C1CO

Safety Information

Hazard Codes 

Xi

Risk Statements 

41

Safety Statements 

26

WGK Germany 

3

HS Code 

2933998090

Storage Class

11 - Combustible Solids

Hazard Classifications

Eye Dam. 1

1H-INDOL-2-YLMETHANOL Usage And Synthesis

Uses

Reactant for the synthesis of:

• Oxazino[4,3-a]indoles
• 2-arylsulfonylmethyl-3-piperazinylmethylindole derivatives as 5-HT6 receptor ligands
• SR13668 designed to mimic the unique anticancer mechanisms of dietary indole-3-carbinol to block Akt signaling
• Azido- and isothiocyanato-substituted indoles as melatoninergic agents

Synthesis

Put 20kg of 4-oxoindole, 4kg of Pd/C catalyst with 5% Pd content (palladium carbon catalyst) and 60L of diethylene glycol dimethyl ether as solvent into a 100L reactor with stirring device, and then heat up the reactor with steam, turn on the stirring, and carry out catalytic dehydrogenation reaction under the condition of T=150~160??C. After the dehydrogenation reaction, filter it and separate out the Pd/C catalyst, which can be used for recycling. After the dehydrogenation reaction, filtration, separation of the Pd/C catalyst, separated from the Pd/C catalyst can be recycled, the separation of the filtrate pumped to 100L distillation kettle, distillation under reduced pressure, collection of diethylene glycol dimethyl ether fraction (can continue to use), and then collect the product of 2-methylhydroxyindole fraction of 11kg, the mass yield of 55%, content: ?? 99.0%.

1H-INDOL-2-YLMETHANOL(24621-70-3)Related Product Information

• 5-Hydroxyindole-2-carboxylic acid
• 5,6-DIMETHOXYINDOLE-2-CARBOXYLIC ACID
• 5-Chloroindole-2-carboxylic acid
• Ethyl 5-Bromoindole-2-carboxylate
• 1H-INDOL-2-YLMETHANOL
• Ethyl indole-2-carboxylate
• 5-Bromoindole-2-carboxylic acid
• ETHYL 5-BENZYLOXYINDOLE-2-CARBOXYLATE
• Ethyl 5-chloro-2-indolecarboxylate
• 1-Methylindole-2-carboxylic acid
• Indole-2-carboxylic acid
• 5-Fluoroindole-2-carboxylic acid
• ETHYL 5-METHYLINDOLE-2-CARBOXYLATE
• 3-HYDROXYINDOLE-2-CARBOXYLIC ACID METHYL ESTER
• ETHYL 5,6-DIMETHOXYINDOLE-2-CARBOXYLATE
• 5-METHOXYINDOLE-2-CARBOXYLIC ACID
• Ethyl 5-hydroxyindole-2-carboxylate
• 2,3-DIHYDRO-1H-INDOL-2-YLMETHANOL