(5-METHOXY-1H-INDOL-3-YL)-METHANOL

Base Information

• Chemical Name: (5-METHOXY-1H-INDOL-3-YL)-METHANOL
• CAS No.: 77419-78-4
• Molecular Formula: C₁₀H₁₁NO₂
• Molecular Weight: 177.203
• Hs Code.: 2933998090
• Mol file: 77419-78-4.mol

Synonyms:

Chemical Property of (5-METHOXY-1H-INDOL-3-YL)-METHANOL

Chemical Property:

• Melting Point: 78-79 °C(Solv: ethyl ether (60-29-7); ligroine (8032-32-4))
• Boiling Point: 395.0±27.0 °C(Predicted)
• PKA: 14.46±0.10(Predicted)
• PSA: 45.25000
• Density: 1.268±0.06 g/cm3(Predicted)
• LogP: 1.66880

Purity/Quality:

(5-Methoxy-1H-indol-3-yl)methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (5-METHOXY-1H-INDOL-3-YL)-METHANOL

There total 2 articles about (5-METHOXY-1H-INDOL-3-YL)-METHANOL 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: 70.0%

5-methoxyindole-3-carboxaldehyde (10601-19-1) → 5-Methoxy-indole-3-carbinol (77419-78-4)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; methanol; at 20 ℃; for 16h;

Reference yield:

5-methoxylindole (1006-94-6) → 5-Methoxy-indole-3-carbinol (77419-78-4)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate / 2 h / 0 - 55 °C

2: sodium tetrahydroborate / ethanol; tetrahydrofuran / 3 h / 20 °C

With sodium tetrahydroborate; trichlorophosphate; In tetrahydrofuran; ethanol;

DOI:10.1134/S1070363217120465

Reference yield:

5-Methoxy-indole-3-carbinol (77419-78-4) → N-acetyl-3-(4-methoxyphenyl)-3-methyl-5-methoxyindoline (1640122-67-3)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide; magnesium sulfate / water; diethyl ether / 0.5 h / 0 °C

2: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / dichloromethane / 2.5 h / 20 °C

3: iron(III) chloride / dichloromethane / 2 h / 20 °C

With iron(III) chloride; tetra(n-butyl)ammonium hydrogensulfate; magnesium sulfate; sodium hydroxide; In diethyl ether; dichloromethane; water;

DOI:10.1002/chem.201400284

upstream raw materials:

5-methoxyindole-3-carboxaldehyde

5-methoxylindole

Downstream raw materials:

N-acetyl-3-(4-methoxyphenyl)-3-methyl-5-methoxyindoline

Refernces

• 1、 Beaud, Rodolphe,Guillot, Regis,Kouklovsky, Cyrille,Vincent, Guillaume. "Regioselective hydroarylation reactions of C3 electrophilic N-acetylindoles activated by FeCl3: An entry to 3-(Hetero)arylindolines". supporting information. p. 7492 - 7500. Retrieved 2014/06/23.