5-Methoxy-2,3-dihydroindoline Chemical Properties

Boiling point:

282.6±29.0 °C(Predicted)

Density 

1.076±0.06 g/cm3(Predicted)

storage temp. 

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

form 

solid

pka

6.07±0.20(Predicted)

Appearance

Light yellow to brown Liquid

CAS DataBase Reference

21857-45-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

T

Risk Statements 

25

Safety Statements 

45

5-Methoxy-2,3-dihydroindoline Usage And Synthesis

Synthesis

5-Methoxyindole (1.5 g, 10.2 mmol) was dissolved in acetic acid (20 mL) at 25 °C, followed by the addition of sodium cyanoborohydride (0.77 g, 12.2 mmol) in batches. After the reaction lasted for 1 h, the pH of the reaction solution was adjusted to 9-10 with 20% sodium hydroxide solution for neutralization. The reaction mixture was extracted with ethyl acetate (50 mL) and the organic phase was separated and dried over anhydrous sodium sulfate. The dried organic phase was filtered and the filtrate was concentrated by rotary evaporation. Finally, 5-methoxyindoline was purified by column chromatography (eluent: petroleum ether/ethyl acetate, 10:1, v/v) to afford 5-methoxyindoline as a brown solid (1.46 g, 95.9% yield).

References

[1] Organic Letters, 2011, vol. 13, # 19, p. 5124 - 5127
[2] Chemical Communications, 2013, vol. 49, # 63, p. 7052 - 7054
[3] Patent: CN105367474, 2016, A. Location in patent: Paragraph 0194; 0195; 0196; 0197
[4] Journal of Medicinal Chemistry, 1997, vol. 40, # 4, p. 479 - 485
[5] Patent: EP1223170, 2002, A1

5-Methoxy-2,3-dihydroindoline(21857-45-4)Related Product Information

• p-Anisidine
• 5-METHOXYINDOLE-2-CARBOXYLIC ACID
• 6-Methoxyindole
• Methoxydiethylborane
• Indoline
• p-Anisaldehyde
• Methoxyacetic acid
• Indole
• 7-Methoxy-1H-indole
• (Trifluoromethoxy)benzene
• Anisole
• POLY(ETHYLENE GLYCOL) METHYL ETHER ACRYLATE
• 5-Methoxy-3-indolecarboxylic acid
• 5-Methylindole
• 4-Methoxyindole
• 5-Methoxyindole
• 2-Methylindoline
• 4-Methoxybenzoic acid