73339-01-2

Basic information

• Product Name: 2-(2-fluorophenylamino)ethanol
• Synonyms: 2-(2-fluorophenylamino)ethanol
• CAS NO: 73339-01-2
• Molecular Weight: 155.172
• Mol File: 73339-01-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-(2-fluorophenylamino)ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-fluorophenylamino)ethanol(73339-01-2)
• EPA Substance Registry System: 2-(2-fluorophenylamino)ethanol(73339-01-2)

Safety Data

• Hazardous Substances Data: 73339-01-2(Hazardous Substances Data)

Usage

General Description

2-(2-fluorophenylamino)ethanol, also known as 2-fluoro-α-methylbenzylamine, is a chemical compound with the molecular formula C8H10FNO. It is a colorless liquid with a faint amine-like odor, and it is commonly used as a building block in the synthesis of pharmaceuticals and organic compounds. 2-(2-fluorophenylamino)ethanol is produced through the reaction of 2-fluoroaniline with ethylene oxide, and it is used as an intermediate in the manufacture of various drugs and active pharmaceutical ingredients. 2-(2-fluorophenylamino)ethanol is also used in research and development for drug discovery and medicinal chemistry, and it is essential for the production of various important pharmaceutical products.

Upstream product

• 348-54-9 2-Fluoroaniline 
• 107-21-1 ethylene glycol 
• 627-11-2 2-Chloroethyl chloroformate 
• 75-21-8 oxirane 

Downstream Products

• 121494-25-5 2-[2-[(N-t-butoxycarbonyl)-N-(2-fluoro-phenyl)]aminoethoxycarbonyl]aminoethyl N-(1-naphthyl)carbamate 
• 387-44-0 7-fluoro-1H-indole 

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.

Palladium-catalyzed intramolecular carbene insertion into C(sp3)-H bonds

A palladium-catalyzed carbene insertion into C(sp3)-H bonds leading to pyrrolidines was developed. The coupling reaction can be catalyzed by both Pd0 and PdII, is regioselective, and shows a broad functional group tolerance. This reaction is the first example of palladium-catalyzed C(sp3)-C(sp3) bond assembly starting from diazocarbonyl compounds. DFT calculations revealed that this direct C(sp3)-H bond functionalization reaction involves an unprecedented concerted metalation-deprotonation step. Pd in action: Palladium has been used to catalyze the C(sp3)-H insertion of metal carbenoids derived from α-diazoesters to form pyrrolidines through intramolecular assembly of C(sp3)-C(sp3) bonds. A reaction mechanism involving a metalation-deprotonation step instead of the usual concerted but asynchronous process is proposed.