1H-indole-3-propylamine Chemical Properties

Melting point:

64 °C

Boiling point:

353.7±25.0 °C(Predicted)

Density 

1.125±0.06 g/cm3(Predicted)

storage temp. 

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

pka

17.29±0.30(Predicted)

Safety Information

Risk Statements 

20/21/22-37/38-48

Safety Statements 

22-26-7/8-36/37/39-45

HS Code 

29339900

1H-indole-3-propylamine Usage And Synthesis

Synthesis

A solution of LAH (1.0 M in ether, 36.5 mL, 36.5 mmol) was cooled to 0 °C, and  a solution of the cyanoethyl indole (2.78 g, 16.3 mmol) was added slowly. Then, the solution was heated at reflflux for 3 h. It was cooled to 0 °C and quenched by dropwise addition of water (20 mL) followed by 1 N sodium hydroxide (40 mL). The phases were separated, and the aqueous phase was extracted with ether. The combined organic phases were washed with brine and then dried (potassium hydroxide). Evaporation of the solvent gave 2.6 g (92%) of homotryptamine as a yellow oil, which solidifified on standing. The hydrochloride was prepared by dissolving the amine in a minimum of ethanol and then a saturated solution of hydrogen chloride in ether was added until no additional salt formation was observed. The hydrochloride was recrystallized from ethanol.

Reference: Kuehne, M. E.; Cowen, S. D.; Xu, F.; Borman, L. S. J. Org. Chem. 2001, 66, 5303–5316.

Chemical Properties

Light yellow powder

1H-indole-3-propylamine (6245-89-2)Related Product Information

• 3-Indoleacetonitrile
• Indole-4-carboxylic acid
• Methyl indole-5-carboxylate
• Indole-5-carboxylic acid
• INDOLE-2,5-DICARBOXYLIC ACID 2-ETHYL ESTER 5-METHYL ESTER
• INDOLE-3-ACETIC ACID HYDRAZIDE
• Methyl indole-3-carboxylate
• 3-Indoleacrylic acid
• Methyl indolyl-3-glyoxylate
• Indole-3-carbinol
• Methyl indole-2-carboxylate
• 3-Indolepropionic acid
• 2-(Pinacolateboryl)indole
• indole-3-aldehyde oxime
• METHYL 3-INDOLYLACETATE
• Indole-7-carboxylic acid ethyl ester
• ETHYL INDOLE-2-ACETATE
• INDOLE-3-BUTYRIC ACID POTASSIUM SALT