2-(1H-INDOL-4-YL)ACETIC ACID

Base Information

• Chemical Name: 2-(1H-INDOL-4-YL)ACETIC ACID
• CAS No.: 16176-74-2
• Molecular Formula: C10H9NO2
• Molecular Weight: 175.187
• Hs Code.: 2933990090
• Mol file: 16176-74-2.mol

Synonyms:2-(1H-indol-4-yl)acetic acid;

Chemical Property of 2-(1H-INDOL-4-YL)ACETIC ACID

Chemical Property:

• Melting Point: 207-208℃ (ethanol benzene )
• Boiling Point: 415.03 °C at 760 mmHg
• PKA: 4.43±0.30(Predicted)
• Flash Point: 204.803 °C
• PSA: 53.09000
• Density: 1.355 g/cm³
• LogP: 1.79500
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%min ^*data from raw suppliers

2-(1H-Indol-4-yl)aceticacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(1H-INDOL-4-YL)ACETIC ACID

There total 10 articles about 2-(1H-INDOL-4-YL)ACETIC ACID which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

1H-indole-4-carboxylic acid (2124-55-2) → 2-(1H-indol-4-yl)acetic acid (16176-74-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 89 percent / dimethylformamide / 3 h / 65 - 70 °C

2: 97 percent / sodium hydroxide / tetra-n-butylammonium hydrogen sulfate / CH₂Cl₂ / 0.5 h / 15 °C

3: 93 percent / hydrogen / 10percent palladium on charcoal / ethyl acetate / 12 h / 1551.4 Torr / Ambient temperature

4: thionyl chloride / CH₂Cl₂ / 12 h / Heating

5: triethylamine / tetrahydrofuran; diethyl ether / 3 h / 0 °C

6: 1.) silver benzoate, triethylamine, 2.) sodium hydroxide / 1.) 99percent ethanol, reflux, 1 h 15 min, 2.) methanol, water, 60-65 deg C, 4 h.

With sodium hydroxide; thionyl chloride; hydrogen; silver benzoate; triethylamine; palladium on activated charcoal; tetra(n-butyl)ammonium hydrogensulfate; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

benzyl indole-4-carboxylate (84401-11-6) → 2-(1H-indol-4-yl)acetic acid (16176-74-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 97 percent / sodium hydroxide / tetra-n-butylammonium hydrogen sulfate / CH₂Cl₂ / 0.5 h / 15 °C

2: 93 percent / hydrogen / 10percent palladium on charcoal / ethyl acetate / 12 h / 1551.4 Torr / Ambient temperature

3: thionyl chloride / CH₂Cl₂ / 12 h / Heating

4: triethylamine / tetrahydrofuran; diethyl ether / 3 h / 0 °C

5: 1.) silver benzoate, triethylamine, 2.) sodium hydroxide / 1.) 99percent ethanol, reflux, 1 h 15 min, 2.) methanol, water, 60-65 deg C, 4 h.

With sodium hydroxide; thionyl chloride; hydrogen; silver benzoate; triethylamine; palladium on activated charcoal; tetra(n-butyl)ammonium hydrogensulfate; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate;

Reference yield:

benzyl 1-benzoylindole-4-carboxylate (84401-12-7) → 2-(1H-indol-4-yl)acetic acid (16176-74-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 93 percent / hydrogen / 10percent palladium on charcoal / ethyl acetate / 12 h / 1551.4 Torr / Ambient temperature

2: thionyl chloride / CH₂Cl₂ / 12 h / Heating

3: triethylamine / tetrahydrofuran; diethyl ether / 3 h / 0 °C

4: 1.) silver benzoate, triethylamine, 2.) sodium hydroxide / 1.) 99percent ethanol, reflux, 1 h 15 min, 2.) methanol, water, 60-65 deg C, 4 h.

With sodium hydroxide; thionyl chloride; hydrogen; silver benzoate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate;

upstream raw materials:

4-(cyanomethyl)indole

1-benzoyl-4-diazoacetylindole

1H-indole-4-carboxylic acid

benzyl indole-4-carboxylate

Downstream raw materials:

benzyl 1H-indol-4-ylacetate

4-<2-(N,N-di-n-propylamino)ethyl>indole

ropinirole hydrochloride

Ropinirole

Refernces