N-(tert-Butoxycarbonyl)-2-ethylaniline

Base Information

• Chemical Name: N-(tert-Butoxycarbonyl)-2-ethylaniline
• CAS No.: 110969-45-4
• Molecular Formula: C13H19 N O2
• Molecular Weight: 221.299
• Hs Code.: 2924299090
• European Community (EC) Number: 634-579-1
• DSSTox Substance ID: DTXSID80407770
• Nikkaji Number: J416.457A
• Wikidata: Q82213106
• Mol file: 110969-45-4.mol

Synonyms:N-(tert-Butoxycarbonyl)-2-ethylaniline;110969-45-4;Tert-butyl N-(2-ethylphenyl)carbamate;t-Boc-2-Ethylaniline;tert-butylN-(2-ethylphenyl)carbamate;SCHEMBL13980716;DTXSID80407770;MFCD03427028;AKOS014476159;J-002496

Chemical Property of N-(tert-Butoxycarbonyl)-2-ethylaniline

Chemical Property:

• Vapor Pressure: 0.00653mmHg at 25°C
• Melting Point: 53-58 °C(lit.)
• Refractive Index: 1.534
• Boiling Point: 80-90 °C0.5 mm Hg(lit.)
• PKA: 13.87±0.70(Predicted)
• Flash Point: 117.8°C
• PSA: 41.82000
• Density: 1.047g/cm³
• LogP: 3.60960
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 221.141578849
• Heavy Atom Count: 16
• Complexity: 233

Purity/Quality:

98%Min ^*data from raw suppliers

tert-ButylN-(2-Ethylphenyl)carbamate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=CC=CC=C1NC(=O)OC(C)(C)C

Technology Process of N-(tert-Butoxycarbonyl)-2-ethylaniline

There total 2 articles about N-(tert-Butoxycarbonyl)-2-ethylaniline 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:

Acetyl-(4-tert-butyl-phenyl)-carbamic acid tert-butyl ester (109774-64-3) → 2-ethyl-N-(tert-butoxycarbonyl)aniline (110969-45-4)

Guidance literature:

With N,N,N'-triethylethanediamine; In acetonitrile; for 10h; Yield given;

Reference yield:

ortho-ethylaniline (578-54-1) + di-tert-butyl dicarbonate (24424-99-5) → 2-ethyl-N-(tert-butoxycarbonyl)aniline (110969-45-4)

Guidance literature:

In tetrahydrofuran; Heating;

DOI:10.1055/s-1991-26597

Reference yield: 92.0%

2-ethyl-N-(tert-butoxycarbonyl)aniline (110969-45-4) + methyl iodide (74-88-4) → 1,1-dimethylethyl N-(2-ethylphenyl)-N-methyl-carbamate (1301630-30-7)

Guidance literature:

2-ethyl-N-(tert-butoxycarbonyl)aniline; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

methyl iodide; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2011.02.056

upstream raw materials:

ortho-ethylaniline

di-tert-butyl dicarbonate

Acetyl-(4-tert-butyl-phenyl)-carbamic acid tert-butyl ester

Downstream raw materials:

3-methylindolin-2-one

C₂₀H₃₁NO₃

1,1-dimethylethyl N-(2-ethylphenyl)-N-[(methylthio)methyl]carbamate

C₁₅H₂₃NO₂S

Refernces

• 1、 Grehn, Leif,Gunnarsson, Kerstin,Ragnarsson, Ulf. "Selective Cleavage of Boc-acylamides. A Novel Approach to Deacylation of Carboxamides". . p. 18 - 23. Retrieved 2007/10/02.