(E)-N-(2-Methoxyethyl)-1-phenylmethanimine

Base Information

• Chemical Name: (E)-N-(2-Methoxyethyl)-1-phenylmethanimine
• CAS No.: 105427-43-8
• Molecular Formula: C10H13NO
• Molecular Weight: 163.219
• DSSTox Substance ID: DTXSID30573292
• Nikkaji Number: J1.972.755F
• Mol file: 105427-43-8.mol

Synonyms:(E)-N-Benzylidene-2-methoxyethanamine;1021461-03-9;105427-43-8;SCHEMBL16329423;DTXSID30573292;(E)-N-(2-Methoxyethyl)-1-phenylmethanimine

Chemical Property of (E)-N-(2-Methoxyethyl)-1-phenylmethanimine

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 163.099714038
• Heavy Atom Count: 12
• Complexity: 128

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCCN=CC1=CC=CC=C1

Technology Process of (E)-N-(2-Methoxyethyl)-1-phenylmethanimine

There total 5 articles about (E)-N-(2-Methoxyethyl)-1-phenylmethanimine 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: 97.0%

benzaldehyde (100-52-7) + 2-methoxyethylamine (109-85-3) → N-(2-methoxyethyl)-1-phenylmethanimine (105427-43-8)

Guidance literature:

With 4 A molecular sieve; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1055/s-1988-27536

Reference yield: 78.0%

N-(2-methoxyethyl)benzamide (88328-85-2) → N-(2-methoxyethyl)-1-phenylmethanimine (105427-43-8)

Guidance literature:

N-(2-methoxyethyl)benzamide; With 2-fluoropyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at -78 - 0 ℃; Inert atmosphere;

With triethylsilane; In dichloromethane; at 0 - 25 ℃; Inert atmosphere;

With sodium hydrogencarbonate; In dichloromethane; water; chemoselective reaction;

DOI:10.1021/ja105194s

Reference yield:

benzonitrile (100-47-0) + 2-methoxyethylamine (109-85-3) → N-(2-methoxyethyl)-1-phenylmethanimine (105427-43-8)

Guidance literature:

With hydrogen; C₃₄H₂₉BrMnN₃O₂P; sodium t-butanolate; In propan-1-ol; at 70 ℃; for 50h; under 22801.5 Torr; Glovebox; Autoclave;

DOI:10.1002/adsc.202100285

upstream raw materials:

benzylidene phenylamine

2-methoxyethylamine

benzaldehyde

N-(2-methoxyethyl)benzamide

Downstream raw materials:

N-benzyl-2-methoxyethan-1-amine

N-benzyl-N-pinacolboryl-2-methoxyethylamine

C₂₁H₂₅NO

(3E,5E)-N-(2-methoxyethyl)-1,6-diphenylhexa-3,5-dien-1-amine

Refernces

• 1、 Umkehrer, Michael,Kolb, Jürgen,Burdack, Christoph,Hiller, Wolfgang. "2,4,5-Trisubstituted thiazole building blocks by a novel multi-component reaction". . p. 79 - 82. Retrieved 2005.
• 2、 Arrowsmith, Merle,Hill, Michael S.,Kociok-Koehn, Gabriele. "Magnesium catalysis of imine hydroboration". supporting information. p. 2776 - 2783. Retrieved 2013/03/14.
• 3、 Biswas, Debanjan,Cao, Zhao,Keefer, Larry K.,Saavedra, Joseph E.. "Nitrous oxide as a primary product in base-mediated β-elimination reactions of diazeniumdiolated benzylamine derivatives". supporting information; experimental part. p. 5931 - 5933. Retrieved 2012/08/14.