2-phenethylquinoxaline

Base Information

• Chemical Name: 2-phenethylquinoxaline
• CAS No.: 1210881-27-8
• Molecular Formula: C₁₆H₁₄N₂
• Molecular Weight: 234.301
• Mol file: 1210881-27-8.mol

Synonyms:2-phenethylquinoxaline

Chemical Property of 2-phenethylquinoxaline

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 2-phenethylquinoxaline

There total 9 articles about 2-phenethylquinoxaline 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: 93.0%

2-methylquinoxaline (7251-61-8) + benzyl alcohol (100-51-6,185532-71-2) → 2-phenethylquinoxaline (1210881-27-8)

Guidance literature:

With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; 18-crown-6 ether; potassium tert-butylate; In tetrahydrofuran; at 120 ℃; for 20h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1021/acs.orglett.0c02635

Reference yield: 93.0%

1-(dimethyl(oxo)-λ6-sulfaneylidene)-4-phenylbutan-2-one + 1,2-diamino-benzene (95-54-5) → 2-phenethylquinoxaline (1210881-27-8)

Guidance literature:

With silver hexafluoroantimonate; bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; sodium hydrogencarbonate; In dichloromethane; at 60 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.202000411

Reference yield: 74.0%

2-ethenylquinoxaline (91838-74-3) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 2-phenethylquinoxaline (1210881-27-8)

Guidance literature:

With trifluorormethanesulfonic acid; at 25 ℃; regioselective reaction;

DOI:10.1021/ja202557z

upstream raw materials:

2-chloroquinoxaline

1-diazo-4-phenyl-2-butanone

1,2-diamino-benzene

hydrocinnamic acid chloride

Downstream raw materials:

(R)-2-phenethyl-1,2,3,4-tetrahydroquinoxaline

(S)-2-phenethyl-1,2,3,4-tetrahydroquinoxaline

2-<(E)-2-Phenylethenyl>chinoxalin

Refernces

• 1、 Mishra, Anju,Dwivedi, Ambikesh D.,Shee, Sujan,Kundu, Sabuj. "Cobalt-catalyzed alkylation of methyl-substituted N-heteroarenes with primary alcohols: Direct access to functionalized N-heteroaromatics". . p. 249 - 252. Retrieved 2019.
• 2、 Onoda, Mitsuki,Fujita, Ken-Ichi. "Iridium-Catalyzed C-Alkylation of Methyl Group on N-Heteroaromatic Compounds using Alcohols". supporting information. p. 7295 - 7299. Retrieved 2020/10/02.
• 3、 Banerjee, Debasis,Bera, Sourajit,Kabadwal, Lalit Mohan. "Iron-catalysed alkylation of 2-methyl and 4-methyl azaarenes with alcoholsviaC-H bond activation". supporting information. p. 4777 - 4780. Retrieved 2020/05/13.