diethyl 2-<(1H-imidazol-4-yl)methyl>-2-(3-phenyl-2-trans-propenyl)propanedioate

Base Information

• Chemical Name: diethyl 2-<(1H-imidazol-4-yl)methyl>-2-(3-phenyl-2-trans-propenyl)propanedioate
• CAS No.: 126377-41-1
• Molecular Formula: C₂₀H₂₄N₂O₄
• Molecular Weight: 356.422

Synonyms:diethyl 2-<(1H-imidazol-4-yl)methyl>-2-(3-phenyl-2-trans-propenyl)propanedioate

Chemical Property of diethyl 2-<(1H-imidazol-4-yl)methyl>-2-(3-phenyl-2-trans-propenyl)propanedioate

Chemical Property:

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Technology Process of diethyl 2-<(1H-imidazol-4-yl)methyl>-2-(3-phenyl-2-trans-propenyl)propanedioate

There total 3 articles about diethyl 2-<(1H-imidazol-4-yl)methyl>-2-(3-phenyl-2-trans-propenyl)propanedioate 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:

Cinnamyl bromide (4392-24-9) → diethyl 2-<(1H-imidazol-4-yl)methyl>-2-(3-phenyl-2-trans-propenyl)propanedioate (126377-41-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) sodium ethoxide / 1.) ethanol, 0 deg C, 10 min, 2.) RT, 3 h

2: 1.) sodium ethoxide / 1.) THF, ethanol, 2.) -50 deg C, 1 h

With sodium ethanolate;

DOI:10.1021/jm00168a024

Reference yield:

diethyl malonate (105-53-3) → diethyl 2-<(1H-imidazol-4-yl)methyl>-2-(3-phenyl-2-trans-propenyl)propanedioate (126377-41-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) sodium ethoxide / 1.) ethanol, 0 deg C, 10 min, 2.) RT, 3 h

2: 1.) sodium ethoxide / 1.) THF, ethanol, 2.) -50 deg C, 1 h

With sodium ethanolate;

DOI:10.1021/jm00168a024

Reference yield:

diethyl (E)-cinnamyl malonate (63082-55-3) + 4-(chloromethyl)-1H-imidazole hydrochloride (38585-61-4) → diethyl 2-<(1H-imidazol-4-yl)methyl>-2-(3-phenyl-2-trans-propenyl)propanedioate (126377-41-1)

Guidance literature:

With sodium ethanolate; Yield given. Multistep reaction; 1.) THF, ethanol, 2.) -50 deg C, 1 h;

DOI:10.1021/jm00168a024

upstream raw materials:

diethyl (E)-cinnamyl malonate

4-(chloromethyl)-1H-imidazole hydrochloride

Cinnamyl bromide

diethyl malonate

Downstream raw materials:

ethyl α-(3-phenyl-2-trans-propenyl)-1H-imidazole-4-propanoate

α-(3-phenyl-2-trans-propenyl)-1H-imidazole-4-propanoic acid

5,6,7,8-tetrahydro-5-oxo-7-(3-phenyl-2-trans-propenyl)imidazo<1,5-c>pyrimidine

α-(3-phenyl-2-trans-propenyl)-1H-imidazole-4-ethanamine

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