1-(3-Hydroxyphenyl)-2-(methylamino)ethanone hydrochloride

Base Information

• Chemical Name: 1-(3-Hydroxyphenyl)-2-(methylamino)ethanone hydrochloride
• CAS No.: 94240-17-2
• Molecular Formula: C9H11 N O2 . Cl H
• Molecular Weight: 201.653
• Hs Code.: 2922504500
• European Community (EC) Number: 641-747-8
• UNII: D90VCA2N0S
• DSSTox Substance ID: DTXSID70241221
• Mol file: 94240-17-2.mol

Synonyms:94240-17-2;1-(3-Hydroxyphenyl)-2-(methylamino)ethanone hydrochloride;Phenylephrone Hydrochloride;1-(3-hydroxyphenyl)-2-(methylamino)ethanone;hydrochloride;Ethanone, 1-(3-hydroxyphenyl)-2-(methylamino)-, hydrochloride;D90VCA2N0S;3-Hydroxyphenyl-omega-methylaminoacetophenone hydrochloride;1-(3-hydroxyphenyl)-2-(methylamino)ethan-1-one hydrochloride;1-(3-Hydroxyphenyl)-2-methylamino ethanone hydrochloride;1-(3-Hydroxyphenyl)-2-(methylamino)ethanone Hydrochloride (Phenylephrone Hydrochloride);UNII-D90VCA2N0S;SCHEMBL4734485;DTXSID70241221;AMY17785;BCP27957;MFCD01727458;AKOS024258135;AS-19592;LS-67481;FT-0673754;D87530;1-(3-hydroxyphenyl)-2-(methylamino)ethanone HCl;A844886;3/'-Hydroxy-2-methylaminoacetophenone Hydrochloride;ETHANONE, 1-(3-HYDROXYPHENYL)-2-(METHYLAMINO)-, HYDROCHLORIDE (1:1)

Chemical Property of 1-(3-Hydroxyphenyl)-2-(methylamino)ethanone hydrochloride

Chemical Property:

• Vapor Pressure: 8.21E-05mmHg at 25°C
• Melting Point: 231-233°C
• Boiling Point: 331.2 °C at 760 mmHg
• Flash Point: 154.1 °C
• PSA: 49.33000
• Density: g/cm³
• LogP: 1.98720
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 201.0556563
• Heavy Atom Count: 13
• Complexity: 159

Purity/Quality:

99%, ^*data from raw suppliers

Phenylephrone Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNCC(=O)C1=CC(=CC=C1)O.Cl
• Uses: Impurity C of Phenylephrine. Phenylephrine Hydrochloride (Phenylephrine EP Impurity C; Phenylephrine USP Related Compound C (1-(3-Hydroxyphenyl)-2-(methylamino)ethan-1-one Hydrochloride)) is an impurity C of Phenylephrine.

Technology Process of 1-(3-Hydroxyphenyl)-2-(methylamino)ethanone hydrochloride

There total 2 articles about 1-(3-Hydroxyphenyl)-2-(methylamino)ethanone hydrochloride 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: 48.0%

2-bromo-1-(3-hydroxyphenyl)ethanone (2491-37-4) + methylamine (74-89-5) → 3-Hydroxyphenyl-ω-methylaminoacetophenone hydrochloride (94240-17-2)

Guidance literature:

2-bromo-1-(3-hydroxyphenyl)ethanone; methylamine; In tetrahydrofuran; at 5 ℃; for 2.5h; ice-salt bath;

With hydrogenchloride; In tetrahydrofuran; water; at 0 ℃; for 0.5h;

Reference yield:

2-(benzyl(methyl)amino)-1-(3'-hydroxyphenyl)ethanone hydrochloride (71786-67-9) → 3-Hydroxyphenyl-ω-methylaminoacetophenone hydrochloride (94240-17-2)

Guidance literature:

With hydrogen; palladium; In ethanol;

DOI:10.1007/BF00773617

Reference yield: 85.0%

3-Hydroxyphenyl-ω-methylaminoacetophenone hydrochloride (94240-17-2) → phenylephrine hydrochloride (61-76-7,827-62-3)

Guidance literature:

With hydrogen; [Rh(cod)(R-Binapine)]BF₄; In methanol; at 65 ℃; for 18.25h; under 21752.2 - 24752.5 Torr; Product distribution / selectivity;

upstream raw materials:

2-(benzyl(methyl)amino)-1-(3'-hydroxyphenyl)ethanone hydrochloride

2-bromo-1-(3-hydroxyphenyl)ethanone

methylamine

Downstream raw materials:

phenylephrine hydrochloride

(+)-Phenylephrine hydrochloride

(S)-phenylephrine

Phenylephrin

Refernces

• 1、 -. "PROCESS FOR THE PREPARATION OF OPTICALLY ACTIVE 2-AMINO-1-PHENYLETHANOLS". Page/Page column 11-12. . Retrieved 2008/12/08.