1H-INDOLE-3-ETHANOL,5-METHYL

Base Information

• Chemical Name: 1H-INDOLE-3-ETHANOL,5-METHYL
• CAS No.: 39595-23-8
• Molecular Formula: C11H13NO
• Molecular Weight: 175.23
• Mol file: 39595-23-8.mol

Synonyms:1H-INDOLE-3-ETHANOL,5-METHYL;

Chemical Property of 1H-INDOLE-3-ETHANOL,5-METHYL

Chemical Property:

• PSA: 36.02000
• LogP: 2.01110

Purity/Quality:

99% ^*data from raw suppliers

1H-INDOLE-3-ETHANOL,5-METHYL 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-INDOLE-3-ETHANOL,5-METHYL

There total 11 articles about 1H-INDOLE-3-ETHANOL,5-METHYL 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: 100.0%

2-(5-methyl-1H-indol-3-yl)acetic acid (1912-47-6) → 2-(5-methyl-1H-indol-3-yl)ethan-1-ol (39595-23-8)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 2h; Reflux; Inert atmosphere;

DOI:10.1002/anie.201610974

Reference yield: 84.0%

C12H15NO → 2-(5-methyl-1H-indol-3-yl)ethan-1-ol (39595-23-8)

Guidance literature:

In tetrahydrofuran; toluene; at 0 - 80 ℃; for 2h;

DOI:10.1021/acs.joc.1c01116

Reference yield: 81.0%

2-bromo-p-toluidine (583-68-6) + 1-triethylsilanyl-4-(triethylsilanyloxy)but-1-yne (160194-28-5) → 2-(5-methyl-1H-indol-3-yl)ethan-1-ol (39595-23-8)

Guidance literature:

2-bromo-p-toluidine; 1-triethylsilanyl-4-(triethylsilanyloxy)but-1-yne; With 2 mol% Pd/C; sodium carbonate; In N,N-dimethyl-formamide; at 120 ℃; for 2h; Inert atmosphere;

With hydrogenchloride; In water; regioselective reaction;

DOI:10.1016/j.tetlet.2011.02.044

upstream raw materials:

2-ethoxytetrahydrofuran

p-tolylhydrazine hydrochloride

2,3-dihydro-2H-furan

2-bromo-p-toluidine

Refernces

• 1、 Do?ekal, Vojtěch,Vopálenská, Andrea,Měrka, Pavel,Kone?ná, Klára,Jand'Ourek, Ond?ej,Pour, Milan,Císa?ová, Ivana,Vesely, Jan. "Enantioselective Construction of Spirooxindole-Fused Cyclopentanes". . p. 12623 - 12643. Retrieved 2021/07/31.
• 2、 Trost, Barry M.,Bai, Wen-Ju,Hohn, Christoph,Bai, Yu,Cregg, James J.. "Palladium-Catalyzed Asymmetric Allylic Alkylation of 3-Substituted 1 H-Indoles and Tryptophan Derivatives with Vinylcyclopropanes". supporting information. p. 6710 - 6717. Retrieved 2018/05/24.