2-(Benzylmethylamino)-3',4'-dihydroxyacetophenone

Base Information

• Chemical Name: 2-(Benzylmethylamino)-3',4'-dihydroxyacetophenone
• CAS No.: 36467-25-1
• Molecular Formula: C16H17NO3
• Molecular Weight: 271.316
• Hs Code.: 2922509090
• European Community (EC) Number: 814-489-0
• UNII: M7UW1YUN32
• DSSTox Substance ID: DTXSID50460271
• Wikidata: Q82284268
• Mol file: 36467-25-1.mol

Synonyms:36467-25-1;2-(Benzylmethylamino)-3',4'-dihydroxyacetophenone;M7UW1YUN32;UNII-M7UW1YUN32;2-[BENZYL(METHYL)AMINO]-1-(3,4-DIHYDROXYPHENYL)ETHANONE;Adrenaline impurity E [EP];Acetophenone, 2-(benzylmethylamino)-3',4'-dihydroxy-;2-[Benzyl(methyl)amino]-1-(3,4-dihydroxyphenyl)ethan-1-one;1-(3,4-Dihydroxyphenyl)-2-(methyl(phenylmethyl)amino)ethanone;1-(3,4-Dihydroxyphenyl)-2-[methyl(phenylmethyl)amino]ethanone;N-BENZYL ADRENALONE;SCHEMBL4322968;DTXSID50460271;Ethanone, 1-(3,4-dihydroxyphenyl)-2-[methyl(phenylmethyl)amino]-;AKOS008964119;N-BENZYL ADRENALONE [USP IMPURITY];ADRENALINE IMPURITY E [EP IMPURITY];FT-0662834;F95326;EN300-12397513;ADRENALINE TARTRATE IMPURITY E [EP IMPURITY];2-(BENZYLMETHYLAMINO)-1-(3,4-DIHYDROXYPHENYL)ETHANONE

Chemical Property of 2-(Benzylmethylamino)-3',4'-dihydroxyacetophenone

Chemical Property:

• Melting Point: 96 - 98°C
• PSA: 60.77000
• LogP: 2.41250
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 271.12084340
• Heavy Atom Count: 20
• Complexity: 315

Purity/Quality:

99.9% ^*data from raw suppliers

2-(Benzylmethylamino)-3'',4''-dihydroxyacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(CC1=CC=CC=C1)CC(=O)C2=CC(=C(C=C2)O)O
• Uses: Ephedrine intermediate.

Technology Process of 2-(Benzylmethylamino)-3',4'-dihydroxyacetophenone

There total 2 articles about 2-(Benzylmethylamino)-3',4'-dihydroxyacetophenone 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:

2-chloro-3',4'-dihydroxyacetophenone (99-40-1) + benzyl-methyl-amine (103-67-3) → 2-(benzyl-methyl-amino)-1-(3,4-dihydroxy-phenyl)-ethanone (36467-25-1)

Guidance literature:

In water; N,N-dimethyl-formamide;

Reference yield:

2-chloro-3′,4′-dihydroxyacetophenone (56961-48-9) + benzyl-methyl-amine (103-67-3) → 2-(benzyl-methyl-amino)-1-(3,4-dihydroxy-phenyl)-ethanone (36467-25-1)

Guidance literature:

With ethanol;

DOI:10.1039/jr9490000090

Reference yield:

2-(benzyl-methyl-amino)-1-(3,4-dihydroxy-phenyl)-ethanone (36467-25-1) → Epinephrine (329-65-7,51028-73-0)

Guidance literature:

2-(benzyl-methyl-amino)-1-(3,4-dihydroxy-phenyl)-ethanone; With hydrogenchloride; hydrogen; palladium 10% on activated carbon; In methanol; water; at 40 ℃; for 30 - 35h; pH=1.0 - 2.4;

With ammonia; In water; at 10 - 15 ℃; pH=8.5;

upstream raw materials:

2-chloro-3′,4′-dihydroxyacetophenone

benzyl-methyl-amine

2-chloro-3',4'-dihydroxyacetophenone

Downstream raw materials:

Epinephrine

4-Methyl-benzoic acid 4-[2-(benzyl-methyl-amino)-acetyl]-2-hydroxy-phenyl ester

C₂₅H₂₃NO₅

4-Methyl-benzoic acid 2-hydroxy-4-(2-methylamino-acetyl)-phenyl ester

Refernces

• 1、 -. "Esters of 3-(hydroxy or hydroxymethyl)-4-hydroxyphenyl aminomethyl ketones". . . Retrieved 2008/06/13.