(1E,4E)-1-(4-(dimethylamino)phenyl)-5-(4-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)phenyl)penta-1,4-dien-3-one

Base Information

• Chemical Name: (1E,4E)-1-(4-(dimethylamino)phenyl)-5-(4-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)phenyl)penta-1,4-dien-3-one
• CAS No.: 1285534-52-2
• Molecular Formula: C₂₅H₃₁NO₅
• Molecular Weight: 425.525

Synonyms:(1E,4E)-1-(4-(dimethylamino)phenyl)-5-(4-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)phenyl)penta-1,4-dien-3-one

Chemical Property of (1E,4E)-1-(4-(dimethylamino)phenyl)-5-(4-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)phenyl)penta-1,4-dien-3-one

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Technology Process of (1E,4E)-1-(4-(dimethylamino)phenyl)-5-(4-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)phenyl)penta-1,4-dien-3-one

There total 2 articles about (1E,4E)-1-(4-(dimethylamino)phenyl)-5-(4-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)phenyl)penta-1,4-dien-3-one 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: 79.2%

4-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)benzaldehyde (143570-97-2) + 4-(4-N,N-dimethylaminophenyl)-3-buten-2-one (30625-58-2) → (1E,4E)-1-(4-(dimethylamino)phenyl)-5-(4-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)phenyl)penta-1,4-dien-3-one (1285534-52-2)

Guidance literature:

With sodium methylate; In methanol; ethanol; at 20 ℃; for 12h;

DOI:10.1021/jm101404k

Reference yield:

4-dimethylamino-benzaldehyde (100-10-7) → (1E,4E)-1-(4-(dimethylamino)phenyl)-5-(4-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)phenyl)penta-1,4-dien-3-one (1285534-52-2)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / 12 h / 20 °C

2: sodium methylate / methanol; ethanol / 12 h / 20 °C

With sodium methylate; sodium hydroxide; In methanol; ethanol; 2: Claisen condensation;

DOI:10.1021/jm101404k

Reference yield: 58.8%

(1E,4E)-1-(4-(dimethylamino)phenyl)-5-(4-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)phenyl)penta-1,4-dien-3-one (1285534-52-2) + p-toluenesulfonyl chloride (98-59-9) → 2-(2-(2-(4-((1E,4E)-5-(4-(dimethylamino)phenyl)-3-oxopenta-1,4-dien-1-yl)phenoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate (1285534-55-5)

Guidance literature:

With pyridine; at 20 ℃; for 3h;

DOI:10.1021/jm101404k

upstream raw materials:

4-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)benzaldehyde

4-(4-N,N-dimethylaminophenyl)-3-buten-2-one

4-dimethylamino-benzaldehyde

Downstream raw materials:

(1E,4E)-1-(4-(dimethylamino)phenyl)-5-(4-(2-(2-(2-fluoroethoxy)ethoxy)ethoxy)phenyl)penta-1,4-dien-3-one

C₂₅H₃₀⁽¹⁸⁾FNO₄

2-(2-(2-(4-((1E,4E)-5-(4-(dimethylamino)phenyl)-3-oxopenta-1,4-dien-1-yl)phenoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate

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