2-[4-(2-Amino-ethyl)-phenoxy]-N,N-diethyl-acetamide

Base Information

• Chemical Name: 2-[4-(2-Amino-ethyl)-phenoxy]-N,N-diethyl-acetamide
• CAS No.: 133025-92-0
• Molecular Formula: C14H22N2O2
• Molecular Weight: 250.341
• DSSTox Substance ID: DTXSID60588339
• Wikidata: Q82480955
• Mol file: 133025-92-0.mol

Synonyms:133025-92-0;2-[4-(2-AMINO-ETHYL)-PHENOXY]-N,N-DIETHYL-ACETAMIDE;2-[4-(2-aminoethyl)phenoxy]-N,N-diethylacetamide;2-(4-(2-Aminoethyl)phenoxy)-N,N-diethylacetamide;2-[4-(2-Amino-ethyl)phenoxy]-N,N-diethyl-acetamide;Acetamide, 2-[4-(2-aminoethyl)phenoxy]-N,N-diethyl-;Ethyl4-bromocrotonate;SCHEMBL10436867;DTXSID60588339;AKOS000133730;AB18520;A806541;2-[4-(2-aminoethyl)phenoxy]-N,N-diethyl-acetamide

Chemical Property of 2-[4-(2-Amino-ethyl)-phenoxy]-N,N-diethyl-acetamide

Chemical Property:

• PSA: 55.56000
• LogP: 2.13530
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 250.168127949
• Heavy Atom Count: 18
• Complexity: 234

Purity/Quality:

97% ^*data from raw suppliers

2-[4-(2-Amino-Ethyl)-Phenoxy]-N,N-Diethyl-Acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C(=O)COC1=CC=C(C=C1)CCN

Technology Process of 2-[4-(2-Amino-ethyl)-phenoxy]-N,N-diethyl-acetamide

There total 3 articles about 2-[4-(2-Amino-ethyl)-phenoxy]-N,N-diethyl-acetamide 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: 93.0%

N,N-diethyl-2-(4-(2-N-benzyloxycarbamyllethyl)phenoxy)acetamide (245078-44-8) → N,N-diethyl-2-(4-(2-aminoethyl)phenoxy)acetamide (133025-92-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 4.5h; under 2585.74 Torr;

DOI:10.1021/jm990199u

Reference yield:

tyrosamine (51-67-2) → N,N-diethyl-2-(4-(2-aminoethyl)phenoxy)acetamide (133025-92-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 60 percent / NaHCO₃ / tetrahydrofuran; H₂O / 20 °C

2: 92 percent / K₂CO₃; 18-crown-6 / tetrahydrofuran / 18 h / Heating

3: 93 percent / H₂ / 20 percent Pd/C / ethanol / 4.5 h / 2585.74 Torr

With 18-crown-6 ether; hydrogen; sodium hydrogencarbonate; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; ethanol; water; 1: Acylation / 2: Alkylation / 3: Hydrogenolysis;

DOI:10.1021/jm990199u

Reference yield:

N-benzyloxycarbonyl-2-(4-hydroxyphenyl)ethylamine (29655-46-7) → N,N-diethyl-2-(4-(2-aminoethyl)phenoxy)acetamide (133025-92-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / K₂CO₃; 18-crown-6 / tetrahydrofuran / 18 h / Heating

2: 93 percent / H₂ / 20 percent Pd/C / ethanol / 4.5 h / 2585.74 Torr

With 18-crown-6 ether; hydrogen; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; ethanol; 1: Alkylation / 2: Hydrogenolysis;

DOI:10.1021/jm990199u

upstream raw materials:

N,N-diethyl-2-(4-(2-N-benzyloxycarbamyllethyl)phenoxy)acetamide

tyrosamine

N-benzyloxycarbonyl-2-(4-hydroxyphenyl)ethylamine

Downstream raw materials:

N,N-diethyl-2-(4-(2-aminoethyl)phenoxy)ethylamine