58777-87-0

Basic information

• Product Name: 1-(4-METHOXY-PHENYL)-2-METHYLAMINO-ETHANOL
• Synonyms: 1-(4-METHOXY-PHENYL)-2-METHYLAMINO-ETHANOL;1-(4-methoxyphenyl)-2-(methylamino)ethan-1-ol
• CAS NO: 58777-87-0
• Molecular Formula: C₁₀H₁₅NO₂
• Molecular Weight: 181.23
• Mol File: 58777-87-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 315.4°Cat760mmHg
• Flash Point: 144.6°C
• Appearance: /
• Density: 1.067g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.527
• CAS DataBase Reference: 1-(4-METHOXY-PHENYL)-2-METHYLAMINO-ETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-METHOXY-PHENYL)-2-METHYLAMINO-ETHANOL(58777-87-0)
• EPA Substance Registry System: 1-(4-METHOXY-PHENYL)-2-METHYLAMINO-ETHANOL(58777-87-0)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 58777-87-0(Hazardous Substances Data)

Usage

General Description

1-(4-METHOXY-PHENYL)-2-METHYLAMINO-ETHANOL is a chemical compound with a wide range of potential applications, though its exact uses are contingent on the requirements of a specific field or study. 1-(4-METHOXY-PHENYL)-2-METHYLAMINO-ETHANOL falls into the category of organic compounds known as phenol ethers, which features phenols bearing an ether group. It is primarily composed of a phenol ether moiety, a secondary amine, and an alcohol group. While the specific toxicological properties of this compound remain largely unexplored, proper handling and usage guidance should be adhered to in adherence with general chemical safety protocols.

InChI:InChI=1/C10H15NO2/c1-11-7-10(12)8-3-5-9(13-2)6-4-8/h3-6,10-12H,7H2,1-2H3

Upstream product

• 186581-53-3 diazomethane 
• 532-80-9 synephrine 
• 87920-02-3 p-Methoxy-N-methyl-mandelsaeureamid 
• 227015-96-5 O-tert-butyl-N-<2-hydroxy-2-(4-methoxyphenyl)ethyl>-N-methyl carbamate 
• 74-88-4 methyl iodide 
• 123-11-5 4-methoxy-benzaldehyde 
• 13305-14-1 methyl 2-hydroxy-2-(4-methoxyphenyl)acetate 
• 91013-24-0 3-amino-4-methoxy-DL-mandelic acid-methyl ester 
• 1431664-68-4 C₁₁H₁₅NO₂ 
• 637-69-4 4-Methoxystyrene 
• 532-80-9 (+)-Synephrine 
• 87920-02-3 4-methoxy-L-mandelic acid-methylamide 
• 104383-29-1 methyl (S)-α-hydroxy-(4-methoxyphenyl)acetate 

Downstream Products

• 568583-64-2 N-(4-chlorobenzyl)-2-{[[2-hydroxy-2-(4-methoxyphenyl)ethyl](methyl)amino]methyl}-4-methyl-7-oxo-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamide 
• 387355-55-7 1-(4-methoxyphenyl)-2-(1-methylhydrazino)ethanol hydrogen fumarate 

Relevant articles and documents

Design and Scalable Synthesis of N-Alkylhydroxylamine Reagents for the Direct Iron-Catalyzed Installation of Medicinally Relevant Amines**

Secondary and tertiary alkylamines are privileged substance classes that are often found in pharmaceuticals and other biologically active small molecules. Herein, we report their direct synthesis from alkenes through an aminative difunctionalization reaction enabled by iron catalysis. A family of ten novel hydroxylamine-derived aminating reagents were designed for the installation of several medicinally relevant amine groups, such as methylamine, morpholine and piperazine, through the aminochlorination of alkenes. The method has excellent functional group tolerance and a broad scope of alkenes was converted to the corresponding products, including several drug-like molecules. Besides aminochlorination, the installation of other functionalities through aminoazidation, aminohydroxylation and even intramolecular carboamination reactions, was demonstrated, further highlighting the broad potential of these new reagents for the discovery of novel amination reactions.

α-Aminated methyllithium by DTBB-catalysed lithiation of a N- (chloromethyl) carbamate

The reaction of O-tert-butyl-N-(chloromethyl)-N-methyl carbamate (1) with lithium powder and a catalytic amount of 4,4'-di-tert-butylbiphenyl (DTBB, 2.5 mol %) in the presence of different electrophiles [Me3SiCl, (i)BuCHO, (t)BuCHO, PhCHO, 4-MeOC6H4CHO, (CH2)4CO, MeCO(n)Pr, Et2CO, MeCO(CH2)2CH=CH2, PhCOMe, PhCO(n)Bu, Ph2CO] in THF at -78°C leads, after hydrolysis with water, to the expected functionalised carbamates 2. Carbamates 2 derived from carbonyl compounds are deprotected with hydrogen chloride (for aromatic aldehyde or ketone derivatives) or with a mixture of phenol and trimethylsilyl chloride (for aliphatic aldehyde derivatives) giving substituted 1,2-diols 4.