N-methyl-3-phenylpropanamide

Base Information

• Chemical Name: N-methyl-3-phenylpropanamide
• CAS No.: 940-43-2
• Molecular Formula: C10H13NO
• Molecular Weight: 163.219
• European Community (EC) Number: 821-952-0
• DSSTox Substance ID: DTXSID10392448
• Nikkaji Number: J757.636F
• Mol file: 940-43-2.mol

Synonyms:N-methyl-3-phenylpropanamide;940-43-2;Benzenepropanamide, N-methyl-;N-methyl-3-phenyl-propanamide;N-Methylbenzenepropionamide;SCHEMBL353132;N-methyl-3-phenyl-propionamide;DTXSID10392448;Propanamide, 3-phenyl-N-methyl-;RWGJVMFILBWTGJ-UHFFFAOYSA-N;MFCD02860312;AKOS008933074;SB75876;CS-0246769;EN300-343263;Z32016418

Chemical Property of N-methyl-3-phenylpropanamide

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 163.099714038
• Heavy Atom Count: 12
• Complexity: 139

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC(=O)CCC1=CC=CC=C1

Technology Process of N-methyl-3-phenylpropanamide

There total 41 articles about N-methyl-3-phenylpropanamide 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: 99.0%

methyl-(3-phenyl-propionyl)-carbamic acid benzyl ester → N-methyl-3-phenylpropanamide (940-43-2)

Guidance literature:

methyl-(3-phenyl-propionyl)-carbamic acid benzyl ester; With diethylaluminium chloride; In hexane; dichloromethane; at -78 ℃; for 0.166667h;

With methyl-phenyl-thioether; In hexane; dichloromethane; at 0 ℃; for 1h;

DOI:10.1055/s-2002-32986

Reference yield: 97.0%

N-methoxy-N-methyl-3-phenylpropionamide (170646-96-5) → 3-Phenyl-1-propanol (122-97-4) + N-methyl-3-phenylpropanamide (940-43-2)

Guidance literature:

With samarium diiodide; water; triethylamine; In tetrahydrofuran; at 23 ℃; for 18h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/ja412578t

Reference yield: 94.0%

N-methyl-acetamide (79-16-3) + benzyl alcohol (100-51-6,185532-71-2) → N-methyl-3-phenylpropanamide (940-43-2)

Guidance literature:

With tri-tert-butyl phosphine; potassium tert-butylate; nickel diacetate; In 1,4-dioxane; toluene; at 80 ℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique;

DOI:10.1039/d0cc06468h

upstream raw materials:

N,N-dimethyl-3-phenylpropanamide

(E)-N-methyl-3-phenyl-acrylamide

N-methyl-N-(trideuteriomethyl)hydrocinnamide

N-ethyl-N-methyl-3-phenylpropanamide

Downstream raw materials:

N-methyl-3-phenylbutanamide

(R)-N-methyl-3-phenylbutanamide

N-Methyl-N-(3-phenyl-propyl)-β-phenyl-propionamid

methyl-(3-phenyl-propyl)-amine

Refernces

• 1、 Ball, Zachary T.,Wang, Haopei. "A photochemical C=C cleavage process: Toward access to backbone N-formyl peptides". . p. 2932 - 2938. Retrieved 2022/01/12.
• 2、 Suzuki, Hirotsugu,Shiomi, Takahiro,Yoneoka, Kenji,Matsuda, Takanori. "Dealkoxylation ofN-alkoxyamides without an external reductant driven by Pd/Al cooperative catalysis". supporting information. p. 7545 - 7548. Retrieved 2020/10/15.