1H-Imidazole, 4-methyl-1-[(2E)-1-oxo-3-phenyl-2-propenyl]-

Base Information

• Chemical Name: 1H-Imidazole, 4-methyl-1-[(2E)-1-oxo-3-phenyl-2-propenyl]-
• CAS No.: 370084-05-2
• Molecular Formula: C13H12N2O
• Molecular Weight: 212.251
• Mol file: 370084-05-2.mol

Synonyms:

Chemical Property of 1H-Imidazole, 4-methyl-1-[(2E)-1-oxo-3-phenyl-2-propenyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-Imidazole, 4-methyl-1-[(2E)-1-oxo-3-phenyl-2-propenyl]-

There total 1 articles about 1H-Imidazole, 4-methyl-1-[(2E)-1-oxo-3-phenyl-2-propenyl]- 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:

4-methyl-1H-imidazole (822-36-6) + (E)-3-phenylacrylic acid (140-10-3) → 4-methyl-1-[(2E)-1-oxo-3-phenyl-2-propenyl]-1H-imidazole (370084-05-2)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.1016/j.tet.2003.06.010

Reference yield:

methanol (67-56-1) + 4-methyl-1-[(2E)-1-oxo-3-phenyl-2-propenyl]-1H-imidazole (370084-05-2) → trans-methyl 3-phenylglycidate (115794-66-6) + methyl (2R,3S)-3-phenylglycidate (115794-67-7)

Guidance literature:

4-methyl-1-[(2E)-1-oxo-3-phenyl-2-propenyl]-1H-imidazole; With tert.-butylhydroperoxide; La-(S)-BINOL-Ph₃AsO; 4 A molecular sieve; In tetrahydrofuran; toluene; at 20 ℃; for 4h;

methanol; In tetrahydrofuran; toluene; at 20 ℃; for 3h; Title compound not separated from byproducts;

DOI:10.1016/j.tet.2003.06.010

Reference yield:

tert.-butylhydroperoxide (75-91-2) + 4-methyl-1-[(2E)-1-oxo-3-phenyl-2-propenyl]-1H-imidazole (370084-05-2) → tert-butyl (2S,3R)-3-phenylperoxyglycidate (736141-00-7) + tert-butyl (2R,3S)-3-phenylperoxyglycidate (370084-23-4)

Guidance literature:

With La-(S)-BINOL-Ph₃AsO; 4 A molecular sieve; In tetrahydrofuran; toluene; at 20 ℃; for 4h; Title compound not separated from byproducts;

DOI:10.1016/j.tet.2003.06.010

upstream raw materials:

4-methyl-1H-imidazole

(E)-3-phenylacrylic acid

Downstream raw materials:

trans-methyl 3-phenylglycidate

methyl (2R,3S)-3-phenylglycidate

tert-butyl (2S,3R)-3-phenylperoxyglycidate

tert-butyl (2R,3S)-3-phenylperoxyglycidate

Refernces

• 1、 Nemoto,Ohshima,Shibasaki. "Catalytic asymmetric synthesis of α,β-epoxy esters, aldehydes, amides, and γ,δ-epoxy β-keto esters: Unique reactivity of α,β-unsaturated carboxylic acid imidazolides [16]". . p. 9474 - 9475. Retrieved 2007/10/03.