2,3-DIHYDROINDOL-5-OL Chemical Properties

Boiling point:

322.2±31.0 °C(Predicted)

Density 

1.196±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Store in freezer, under -20°C

pka

11.47±0.20(Predicted)

Safety Information

HS Code 

2933998090

2,3-DIHYDROINDOL-5-OL Usage And Synthesis

Synthesis

General procedure for the synthesis of 5-hydroxyindoline from 5-hydroxyindole: 0.34 g of sodium cyanoborohydride was added in batches to a 6.0 mL solution of glacial acetic acid containing 0.60 g (4.5 mmol) of 5-hydroxyindole under nitrogen protection. The reaction mixture was stirred at room temperature for 60 minutes. Subsequently, the reaction mixture was poured into 4 N aqueous sodium hydroxide solution and extracted with ethyl acetate (EtOAc). The combined organic phases were washed several times with saturated sodium bicarbonate solution, dried over anhydrous sodium sulfate and subsequently concentrated under reduced pressure. The product 265 mg was obtained in 35% yield of the theoretical value. The product was detected by ESI-MS, m/z = 136 (M + H)+; HPLC-MS retention time (Rt): 0.38 min (Method C).

References

[1] Patent: US2011/21500, 2011, A1. Location in patent: Page/Page column 46
[2] Patent: EP3293177, 2018, A1. Location in patent: Paragraph 0217; 0218
[3] Patent: EP1154774, 2005, B1. Location in patent: Page/Page column 118

2,3-DIHYDROINDOL-5-OL(172078-33-0)Related Product Information

• 5-HYDROXYOXINDOLE
• 5-Hydroxyindole
• Indole-5-carboxaldehyde
• Indole-3-carboxaldehyde
• Indole-4-carboxaldehyde
• Indole-4-carboxylic acid
• Methyl 1H-indole-7-carboxylate
• 1H-INDOLE-3-CARBOXYLIC ACID HYDRAZIDE
• Indole-3-glyoxylic acid
• Isatin
• Indole-6-boronic acid pinacol ester
• methyl indoline-5-carboxylate
• 6-ETHOXYCARBONYLINDOLE-2-CARBOXYLIC ACID ETHYL ESTER
• Indole-6-carboxaldehyde
• Ethyl 3-indoleacetate
• 1H-Indole-7-carboxylic acid
• Boronic acid, B-(2,3-dihydro-1H-indol-6-yl)-
• ETHYL INDOLE-2-ACETATE