4-[2-(Dimethylamino)ethoxy]benzylamine

Base Information

• Chemical Name: 4-[2-(Dimethylamino)ethoxy]benzylamine
• CAS No.: 20059-73-8
• Molecular Formula: C11H18N2O
• Molecular Weight: 194.277
• Hs Code.: 2922299090
• European Community (EC) Number: 243-491-9
• DSSTox Substance ID: DTXSID10173870
• Nikkaji Number: J280.433F
• Wikidata: Q72468928
• Mol file: 20059-73-8.mol

Synonyms:20059-73-8;4-[2-(Dimethylamino)ethoxy]benzylamine;2-(4-(Aminomethyl)phenoxy)-N,N-dimethylethanamine;p-(2-(Dimethylamino)ethoxy)benzylamine;2-[4-(aminomethyl)phenoxy]-N,N-dimethylethanamine;4-(2-dimethylamino)ethoxy-benzylamine;{4-[2-(dimethylamino)ethoxy]phenyl}methanamine;4-(2-dimethylamino)-ethoxybenzylamine;[2-(4-aminomethyl-phenoxy)-ethyl]-dimethyl-amine;4-[2-(dimethylamino) ethoxy] benzylamine;BENZENEMETHANAMINE, 4-[2-(DIMETHYLAMINO)ETHOXY]-;EINECS 243-491-9;MFCD01075231;P-[2-(dimethylamino)ethoxy]benzylamine;4-(2-(dimethylamino)ethoxy)benzylamine;(4-[2-(dimethylamino)ethoxy]phenyl)methanamine;Benzenemethanamine, 4-(2-(dimethylamino)ethoxy)-;SCHEMBL110426;SCHEMBL4607528;DTXSID10173870;CHEBI:194737;4-(2-dimethylaminoethoxy)benzylamine;4-(2-dimethylaminoethoxy)benzyl amine;AKOS000131378;AM84687;CS-W002738;MB01683;4-(2-dimethylamino)-ethoxy-benzylamine;4-[2-(dimethylamino)ethoxy] benzylamine;4-[2-(dimethylamino)ethoxy]-benzylamine;4-[2-(dimethylamino)ethoxy]benzyl amine;AC-15247;DS-16636;SY005516;4-[(2-dimethylamino) ethoxy] benzylamine;FT-0617303;4-[2-(Dimethylamino)ethoxy]benzenemethanamine;EN300-43395;4-(2-dimethylamino)-ethoxybenzylamine, AldrichCPR;W-107654;n-(2-[4-(aminomethyl)phenoxy]ethyl)-n,n-dimethylamine

Chemical Property of 4-[2-(Dimethylamino)ethoxy]benzylamine

Chemical Property:

• Appearance/Colour: colourless oily liquid
• Vapor Pressure: 0.000845mmHg at 25°C
• Refractive Index: 1.532
• Boiling Point: 304.967 °C at 760 mmHg
• PKA: 9.29±0.10(Predicted)
• Flash Point: 138.245 °C
• PSA: 38.49000
• Density: 1.021 g/cm³
• LogP: 1.78600
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 194.141913202
• Heavy Atom Count: 14
• Complexity: 142

Purity/Quality:

99% ^*data from raw suppliers

4-[2-(Dimethylamino)ethoxy]benzylamine ^*data from reagent suppliers

Safty Information:

• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCOC1=CC=C(C=C1)CN

Technology Process of 4-[2-(Dimethylamino)ethoxy]benzylamine

There total 14 articles about 4-[2-(Dimethylamino)ethoxy]benzylamine 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: 95.2%

[2-(4-Chloromethyl-phenoxy)-ethyl]-dimethyl-amine (131028-55-2) → 4-<2-(dimethylamino)ethoxy>benzylamine (20059-73-8)

Guidance literature:

With ammonium hydroxide; In methanol; at 80 ℃; for 6h; Autoclave;

Reference yield: 93.0%

4-[2-(dimethylamino)ethoxy]benzyl bromide → 4-<2-(dimethylamino)ethoxy>benzylamine (20059-73-8)

Guidance literature:

4-[2-(dimethylamino)ethoxy]benzyl bromide; With hexamethylenetetramine; In dichloromethane; for 8h; Reflux;

With hydrogenchloride; sodium hydrogencarbonate; In methanol; for 1h; Reflux;

Reference yield: 92.5%

4-[2-(dimethylamino)ethoxy]benzeneacetamide → 4-<2-(dimethylamino)ethoxy>benzylamine (20059-73-8)

Guidance literature:

With sodium hypochlorite; In dichloromethane; at 0 - 60 ℃; for 10h; Concentration; Temperature;

upstream raw materials:

4-(2-dimethylaminoethoxy)benzaldehyde

4-hydroxy-benzaldehyde

4-(2-(dimethylamino)ethoxy)-benzonitrile

para-fluorobenzylamine

Downstream raw materials:

Trimethobenzamide

4-Dimethylamino-N-[4-(2-dimethylamino-ethoxy)-benzyl]-benzamide

N-[4-(2-Dimethylamino-ethoxy)-benzyl]-4-ethyl-benzamide

N-[4-(2-Dimethylamino-ethoxy)-benzyl]-4-ethoxy-benzamide

Refernces

An improved process for trimethobenzamide hydrochloride

10.1021/op400113a

The study details an enhanced method for synthesizing trimethobenzamide hydrochloride (Ia), an antiemetic agent used to treat nausea. The researchers aimed to develop a process that avoids common impurities formed during the coupling of 4-(2-dimethylaminoethoxy)benzyl amine (IV) with 3,4,5-trimethoxy benzoic acid (V). They experimented with various coupling reagents and found that N,N'-carbonyldiimidazole (CDI) provided the best results. By optimizing the mole equivalents of CDI, they achieved a high-purity product without the need for column chromatography or repeated crystallization. The final process involved reacting 3,4,5-trimethoxy benzoic acid with CDI to form an intermediate, which was then coupled with 4-(2-dimethylaminoethoxy)benzyl amine in the presence of potassium carbonate, yielding trimethobenzamide hydrochloride with a purity of =99.5% and a satisfactory yield.

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