10006-92-5

Basic information

• Product Name: 1H-Indole-3-ethanol,-bta--methyl-(9CI)
• Synonyms: 1H-Indole-3-ethanol,-bta--methyl-(9CI);2-(1H-INDOL-3-YL)PROPAN-1-OL
• CAS NO: 10006-92-5
• Molecular Formula: C11H13NO
• Molecular Weight: 175.23
• Product Categories: INDOLE
• Mol File: 10006-92-5.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Indole-3-ethanol,-bta--methyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole-3-ethanol,-bta--methyl-(9CI)(10006-92-5)
• EPA Substance Registry System: 1H-Indole-3-ethanol,-bta--methyl-(9CI)(10006-92-5)

Safety Data

• Hazardous Substances Data: 10006-92-5(Hazardous Substances Data)

Usage

General Description

1H-Indole-3-ethanol, also known as tryptophol, is a naturally occurring chemical compound that is derived from the amino acid tryptophan. It is a derivative of the indole group, and it is commonly found in the human body as a metabolite of tryptophan. Tryptophol has been found in various plants and animals, and it is known for its sedative and hypnotic properties. It is also a precursor to the neurotransmitter serotonin, which plays a key role in regulating mood, appetite, and sleep. Tryptophol has been investigated for its potential use in treating insomnia, anxiety, and other neurological disorders, as well as its potential as a flavoring agent in food and beverages.

Upstream product

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• 1322763-71-2 (R)-2,4-dimethyl-pent-3-yl 2-(1H-indol-3-yl)propionate 
• 1322763-70-1 (R)-2,4-dimethyl-pent-3-yl 2-[(1-hydroxymethyl)-1H-indol-3-yl]propionate 
• 67-56-1 methanol 
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• 120-72-9 indole 
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Relevant articles and documents

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Highly efficient NHC-iridium-catalyzed β-methylation of alcohols with methanol at low catalyst loadings

The methylation of alcohols is of great importance since a broad number of bioactive and pharmaceutical alcohols contain methyl groups. Here, a highly efficient β-methylation of primary and secondary alcohols with methanol has been achieved by using bis-N-heterocyclic carbene iridium (bis-NHC-Ir) complexes. Broad substrate scope and up to quantitative yields were achieved at low catalyst loadings with only hydrogen and water as by-products. The protocol was readily extended to the β-alkylation of alcohols with several primary alcohols. Control experiments, along with DFT calculations and crystallographic studies, revealed that the ligand effect is critical to their excellent catalytic performance, shedding light on more challenging Guerbet reactions with simple alcohols. [Figure not available: see fulltext.].

Iron-Catalyzed Borrowing Hydrogen β- C(sp3)-Methylation of Alcohols

Herein we report the iron-catalyzed β-C(sp3)-methylation of primary alcohols using methanol as a C1 building block. This borrowing hydrogen approach employs a well-defined bench-stable (cyclopentadienone)iron(0) carbonyl complex as precatalyst (5 mol %) and enables a diverse selection of substituted 2-arylethanols to undergo β-C(sp3)-methylation in good isolated yields (24 examples, 65% average yield).