Ethanamine, N,N-dimethyl-2-[(1-phenylethenyl)oxy]-

Base Information

• Chemical Name: Ethanamine, N,N-dimethyl-2-[(1-phenylethenyl)oxy]-
• CAS No.: 129126-51-8
• Molecular Formula: C12H17NO
• Molecular Weight: 191.273
• DSSTox Substance ID: DTXSID70462616
• Wikidata: Q82287176
• Mol file: 129126-51-8.mol

Synonyms:129126-51-8;Ethanamine, N,N-dimethyl-2-[(1-phenylethenyl)oxy]-;DTXSID70462616

Chemical Property of Ethanamine, N,N-dimethyl-2-[(1-phenylethenyl)oxy]-

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 191.131014166
• Heavy Atom Count: 14
• Complexity: 171

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCOC(=C)C1=CC=CC=C1

Technology Process of Ethanamine, N,N-dimethyl-2-[(1-phenylethenyl)oxy]-

There total 5 articles about Ethanamine, N,N-dimethyl-2-[(1-phenylethenyl)oxy]- 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: 92.0%

bromobenzene (108-86-1,52753-63-6) + (2-ethenyloxyethyl)dimethylamine (3622-76-2) → N,N-dimethyl-2-[(1-phenyl)ethenyloxy]ethanamine (129126-51-8)

Guidance literature:

With palladium diacetate; 1,3-bis-(diphenylphosphino)propane; thallium(I) acetate; In water; N,N-dimethyl-formamide; at 80 ℃; for 5h;

DOI:10.1021/ja011019k

Reference yield:

2,3,3-Trimethyl-2-phenyl-oxazolidin-3-ium; iodide → acetophenone (98-86-2) + N,N-dimethyl-2-[(1-phenyl)ethenyloxy]ethanamine (129126-51-8)

Guidance literature:

With sodium hydroxide; potassium carbonate; Yield given. Multistep reaction; 1) heating, 2) drying;

DOI:10.1007/BF01431318

Reference yield:

(2-ethenyloxyethyl)dimethylamine (3622-76-2) + Phenyl triflate (17763-67-6) → N,N-dimethyl-2-[(1-phenyl)ethenyloxy]ethanamine (129126-51-8)

Guidance literature:

With 1,3-bis-(diphenylphosphino)propane; triethylamine; palladium diacetate; In N,N-dimethyl-formamide; at 60 ℃; for 14h; Yield given;

DOI:10.1016/S0040-4020(01)80755-9

upstream raw materials:

(2-ethenyloxyethyl)dimethylamine

Phenyl triflate

2-(N,N-dimethylamino)ethanol

phenylacetylene

Downstream raw materials:

acetophenone

N,N-dimethyl-2-[1-phenyl-2-(4-cyanophenyl)ethenyloxy]ethanamine

phenyl benzyl ketone

1,2,2-triphenylethan-1-one

Refernces

• 1、 Vallin,Larhed,Hallberg. "Aqueous DMF - Potassium carbonate as a substitute for thallium and silver additives in the palladium-catalyzed conversion of aryl bromides to acetyl arenes". . p. 4340 - 4343. Retrieved 2007/10/03.
• 2、 Larhed, Mats,Andersson, Carl-Magnus,Hallberg, Anders. "Chelation-Controlled, Palladium-Catalyzed Arylation of Enol Ethers with Aryl Triflates. Ligand Control of Selection for α- or β-Arylation of ethene". . p. 285 - 304. Retrieved 2007/10/02.