52704-48-0

Basic information

• Product Name: 2-(3,4-Dihydroquinolin-1(2H)-yl)ethanol
• Synonyms: 2-(3,4-Dihydroquinolin-1(2H)-yl)ethanol
• CAS NO: 52704-48-0
• Molecular Formula: C₁₁H₁₅NO
• Molecular Weight: 177.2429
• Mol File: 52704-48-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(3,4-Dihydroquinolin-1(2H)-yl)ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3,4-Dihydroquinolin-1(2H)-yl)ethanol(52704-48-0)
• EPA Substance Registry System: 2-(3,4-Dihydroquinolin-1(2H)-yl)ethanol(52704-48-0)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 52704-48-0(Hazardous Substances Data)

Usage

Chemical Class

Quinoline alkaloids

Derivation

Derived from quinine

Use

Used in the synthesis of pharmaceutical products, particularly antimalarial drugs

Pharmacological Properties

Potential use as an antiarrhythmic agent and the ability to inhibit the cytochrome P450 enzyme

Industrial Applications

Utilized in the preparation of chiral ligands and catalysts for asymmetric transformations in organic chemistry

Importance

An important chemical building block with diverse applications in the pharmaceutical and chemical industries.

Upstream product

• 635-46-1 1,2,3,4-tetrahydroisoquinoline 
• 107-21-1 ethylene glycol 

Relevant articles and documents

β-Amino alcohols from anilines and ethylene glycol through heterogeneous Borrowing Hydrogen reaction

Borrowing Hydrogen (BH), also called Hydrogen Autotransfer (HA), reaction with neat ethylene glycol represents a key step in the preparation of β-amino alcohols. However, due to the stability of ethylene glycol, mono-activation has rarely been achieved. Herein, a combination of Pd/C and ZnO is reported as heterogeneous catalyst for this BH/HA reaction. This system results in an extremely air and moisture stable, and economic catalyst able to mono-functionalize ethylene glycol in water, without further activation of the diol. In this work, different diols and aromatic amines have been explored affording a new approach towards amino alcohols. This study reveals how the combination of two solid species can afford interesting catalytic properties in heterogeneous phase. ZnO activates ethylene glycol while Pd/C is the responsible of the BH/HA cycle. This catalytic system has also been found useful to dehydrogenate indoles affording indolines that undergo in situ BH/HA cycle prior to re-aromatization, representing a tandem heterogeneous process.

Heterogeneous borrowing hydrogen reactions with Pd/C and ZnO: Diol scope

A borrowing hydrogen reaction with different diols was employed for the preparation of complex beta- gamma- or epsilon-amino alcohols from p-toluidine and tetrahydroquinoline with the aim of better understanding the applicability of the Pd/C ZnO heterogeneous catalyst.