Methyl methyl(2-phenylethyl)carbamate

Base Information

• Chemical Name: Methyl methyl(2-phenylethyl)carbamate
• CAS No.: 28147-82-2
• Molecular Formula: C11H15NO2
• Molecular Weight: 193.246
• DSSTox Substance ID: DTXSID20553624
• Nikkaji Number: J971.643B
• Wikidata: Q82434256
• Mol file: 28147-82-2.mol

Synonyms:28147-82-2;Methyl methyl(2-phenylethyl)carbamate;SCHEMBL2097870;DTXSID20553624

Chemical Property of Methyl methyl(2-phenylethyl)carbamate

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 176

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(CCC1=CC=CC=C1)C(=O)OC

Technology Process of Methyl methyl(2-phenylethyl)carbamate

There total 4 articles about Methyl methyl(2-phenylethyl)carbamate 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: 86.0%

methyl chloroformate (79-22-1) + N-Methyl-N-phenethylamine (589-08-2) → methyl N-methylphenylethylcarbamate (28147-82-2)

Guidance literature:

With potassium carbonate; In diethyl ether; water; at 20 ℃; for 1h;

DOI:10.1039/d0md00074d

Reference yield: 84.0%

methyl N-(2-phenylethyl)carbamate (26011-68-7) + methyl iodide (74-88-4) → methyl N-methylphenylethylcarbamate (28147-82-2)

Guidance literature:

methyl N-(2-phenylethyl)carbamate; With sodium hydride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h;

methyl iodide; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1021/jo3020566

Reference yield:

phenethylamine (64-04-0) + carbonic acid dimethyl ester (616-38-6) → methyl N-(2-phenylethyl)carbamate (26011-68-7) + methyl N-methylphenylethylcarbamate (28147-82-2) + N-Methyl-N-phenethylamine (589-08-2) + N,N-dimethylphenethylamine (1126-71-2)

Guidance literature:

With carbon dioxide; at 130 ℃; for 2h; under 30752.5 Torr;

DOI:10.1021/jo0477796

upstream raw materials:

methyl chloroformate

N-Methyl-N-phenethylamine

phenethylamine

carbonic acid dimethyl ester

Downstream raw materials:

(1-Methoxy-2-phenyl-ethyl)-methyl-carbamic acid methyl ester

methyl N-methoxymethyl(phenethyl)carbamate

2-methyl-3,4-dihydro-2H-isoquinolin-1-one

N,N-dimethylphenethylamine

Refernces

• 1、 Kurouchi, Hiroaki,Kawamoto, Kyoko,Sugimoto, Hiromichi,Nakamura, Satoshi,Otani, Yuko,Ohwada, Tomohiko. "Activation of electrophilicity of stable Y-delocalized carbamate cations in intramolecular aromatic substitution reaction: Evidence for formation of diprotonated carbamates leading to generation of isocyanates". . p. 9313 - 9328,16. Retrieved 2012/12/11.
• 2、 Ram, Siya,Ehrenkaufer, Richard E.. "RAPID REDUCTIVE-CARBOXYLATION OF SECONDARY AMINES. ONE POT SYNTHESIS OF TERTIARY N-METHYLATED AMINES". . p. 5367 - 5370. Retrieved 2007/10/02.