(2E,5E)-2,5-bis[3-methoxy-4-(tetrahydro-2H-pyran-2-yloxy)benzylidene]cyclopentanone

Base Information

• Chemical Name: (2E,5E)-2,5-bis[3-methoxy-4-(tetrahydro-2H-pyran-2-yloxy)benzylidene]cyclopentanone
• CAS No.: 1018785-71-1
• Molecular Formula: C₃₁H₃₆O₇
• Molecular Weight: 520.623

Synonyms:(2E,5E)-2,5-bis[3-methoxy-4-(tetrahydro-2H-pyran-2-yloxy)benzylidene]cyclopentanone

Chemical Property of (2E,5E)-2,5-bis[3-methoxy-4-(tetrahydro-2H-pyran-2-yloxy)benzylidene]cyclopentanone

Chemical Property:

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Technology Process of (2E,5E)-2,5-bis[3-methoxy-4-(tetrahydro-2H-pyran-2-yloxy)benzylidene]cyclopentanone

There total 3 articles about (2E,5E)-2,5-bis[3-methoxy-4-(tetrahydro-2H-pyran-2-yloxy)benzylidene]cyclopentanone 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: 67.0%

3-methoxy-4-(tetrahydropyran-2-yloxy)benzaldehyde (91471-08-8) + cyclopentanone (120-92-3) → (2E,5E)-2,5-bis[3-methoxy-4-(tetrahydro-2H-pyran-2-yloxy)benzylidene]cyclopentanone (1018785-71-1)

Guidance literature:

With sodium hydroxide; In ethanol; at 20 ℃; for 1h;

DOI:10.1248/cpb.56.162

Reference yield:

vanillin (121-33-5,8014-42-4) → (2E,5E)-2,5-bis[3-methoxy-4-(tetrahydro-2H-pyran-2-yloxy)benzylidene]cyclopentanone (1018785-71-1)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridinium p-toluenesulfonate / dichloromethane / 20 °C

2: sodium hydroxide / ethanol / 20 °C

With pyridinium p-toluenesulfonate; sodium hydroxide; In ethanol; dichloromethane;

DOI:10.1002/ddr.21291

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → (2E,5E)-2,5-bis[3-methoxy-4-(tetrahydro-2H-pyran-2-yloxy)benzylidene]cyclopentanone (1018785-71-1)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridinium p-toluenesulfonate / dichloromethane / 20 °C

2: sodium hydroxide / ethanol / 20 °C

With pyridinium p-toluenesulfonate; sodium hydroxide; In ethanol; dichloromethane;

DOI:10.1002/ddr.21291

upstream raw materials:

3-methoxy-4-(tetrahydropyran-2-yloxy)benzaldehyde

cyclopentanone

vanillin

3,4-dihydro-2H-pyran

Downstream raw materials:

(2E,5E)-2,5-bis(4-hydroxy-3-methoxybenzylidene)cyclopentanone

(2E,5E)-2,5-bis{3-methoxy-4-[(3-methylbut-2-en-1-yl)oxy]benzylidene}cyclopentanone

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