ChemicalBook--->CAS DataBase List--->6639-06-1

6639-06-1

6639-06-1 Structure

6639-06-1 Structure
IdentificationBack Directory
[Name]

1-INDOLEPROPIONIC ACID
[CAS]

6639-06-1
[Synonyms]

1-INDOLEPROPIONIC ACID
Indole-1-propionic acid
B-N-INDOLEPROPIONIC ACID
1H-indole-1-propanoic acid
3-indol-1-ylpropanoic acid
3-indol-1-ylpropionic acid
3-(1-indolyl)propanoic acid
BETA-N-INDOLE PROPIONIC ACID
3-(1H-INDOL-1-YL)PROPANOIC ACID
[Molecular Formula]

C11H11NO2
[MDL Number]

MFCD00022896
[MOL File]

6639-06-1.mol
[Molecular Weight]

189.21
Chemical PropertiesBack Directory
[Melting point ]

91 °C
[Boiling point ]

180-197 °C
[density ]

1.19±0.1 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

4.59±0.10(Predicted)
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)
GHS05
[Signal word ]

Danger
[Hazard statements ]

H318
[Precautionary statements ]

P280-P305+P351+P338-P310
[HazardClass ]

IRRITANT
[HS Code ]

2933998090
Hazard InformationBack Directory
[Synthesis]

Indole

120-72-9

Methyl 3-bromopropionate

3395-91-3

1-INDOLEPROPIONIC ACID

6639-06-1

General procedure for the synthesis of 1-indolepropionic acid from indole and methyl 3-bromopropionate: Synthesis of 3-(1H-indol-1-yl)propionic acid (Intermediate-25): 10 mL of DMF was added to a 100 mL round bottom flask fitted with a magnetic stirrer. to the stirred solvent was added indole (1.0 g, 8.53 mmol) followed by sodium hydride (400 mg, 10.24 mmol). The resulting mixture was stirred at room temperature for 1 hr. Methyl 3-bromopropionate (2.13 g, 12.79 mmol) was added to the above reaction solution and stirring was continued for 24 hours at room temperature. After completion of the reaction (the progress of the reaction was monitored by TLC), the reaction mixture was diluted with 30 mL of ice water and washed with ether. The aqueous phase was acidified with 1N HCl to pH=2 and subsequently extracted with EtOAc and concentrated to give Intermediate-24 (900 mg).

[References]

[1] Patent: WO2013/128465, 2013, A1. Location in patent: Page/Page column 94
[2] Patent: US2015/158860, 2015, A1. Location in patent: Paragraph 0332
[3] Patent: WO2004/43899, 2004, A1. Location in patent: Page 37; 38
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