3-[(1E,3E)-2-Methyl-4-(2,6,6-trimethyl-cyclohex-1-enyl)-buta-1,3-dienyl]-cyclopent-2-enone

Base Information

• Chemical Name: 3-[(1E,3E)-2-Methyl-4-(2,6,6-trimethyl-cyclohex-1-enyl)-buta-1,3-dienyl]-cyclopent-2-enone
• CAS No.: 102574-15-2
• Molecular Formula: C₁₉H₂₆O
• Molecular Weight: 270.415

Synonyms:3-[(1E,3E)-2-Methyl-4-(2,6,6-trimethyl-cyclohex-1-enyl)-buta-1,3-dienyl]-cyclopent-2-enone

Chemical Property of 3-[(1E,3E)-2-Methyl-4-(2,6,6-trimethyl-cyclohex-1-enyl)-buta-1,3-dienyl]-cyclopent-2-enone

Chemical Property:

Purity/Quality:

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Technology Process of 3-[(1E,3E)-2-Methyl-4-(2,6,6-trimethyl-cyclohex-1-enyl)-buta-1,3-dienyl]-cyclopent-2-enone

There total 2 articles about 3-[(1E,3E)-2-Methyl-4-(2,6,6-trimethyl-cyclohex-1-enyl)-buta-1,3-dienyl]-cyclopent-2-enone 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: 62.0%

(E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1-buten-3-yltriphenylphosphonium bromide (66556-69-2) + 2-cyclopentenone-3-carbaldehyde (102574-14-1) → 3-[(1Z,3E)-2-Methyl-4-(2,6,6-trimethyl-cyclohex-1-enyl)-buta-1,3-dienyl]-cyclopent-2-enone (102574-16-3) + 3-[(1E,3E)-2-Methyl-4-(2,6,6-trimethyl-cyclohex-1-enyl)-buta-1,3-dienyl]-cyclopent-2-enone (102574-15-2)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 1h;

DOI:10.1021/ja00275a056

Reference yield:

2-cyclopentenone-3-carbaldehyde (102574-14-1) + [(E)-1-Methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-allylidene]-triphenyl-λ5-phosphane → 3-[(1Z,3E)-2-Methyl-4-(2,6,6-trimethyl-cyclohex-1-enyl)-buta-1,3-dienyl]-cyclopent-2-enone (102574-16-3) + 3-[(1E,3E)-2-Methyl-4-(2,6,6-trimethyl-cyclohex-1-enyl)-buta-1,3-dienyl]-cyclopent-2-enone (102574-15-2)

Guidance literature:

DOI:10.1562/0031-8655(2002)076<0606:COOSOT>2.0.CO;2

Reference yield: 50.0%

diethyl (cyanomethyl)phosphonate (83298-38-8) + 3-[(1E,3E)-2-Methyl-4-(2,6,6-trimethyl-cyclohex-1-enyl)-buta-1,3-dienyl]-cyclopent-2-enone (102574-15-2) → [3-[(1E,3E)-2-Methyl-4-(2,6,6-trimethyl-cyclohex-1-enyl)-buta-1,3-dienyl]-cyclopent-2-en-(E)-ylidene]-acetonitrile (102574-17-4)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 25 ℃; for 3h;

DOI:10.1021/ja00275a056

upstream raw materials:

(E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1-buten-3-yltriphenylphosphonium bromide

2-cyclopentenone-3-carbaldehyde

Downstream raw materials:

[3-[(1E,3E)-2-Methyl-4-(2,6,6-trimethyl-cyclohex-1-enyl)-buta-1,3-dienyl]-cyclopent-2-en-(E)-ylidene]-acetonitrile

[3-[(1E,3E)-2-Methyl-4-(2,6,6-trimethyl-cyclohex-1-enyl)-buta-1,3-dienyl]-cyclopent-2-en-(Z)-ylidene]-acetaldehyde

[3-[(1E,3E)-2-Methyl-4-(2,6,6-trimethyl-cyclohex-1-enyl)-buta-1,3-dienyl]-cyclopent-2-en-(E)-ylidene]-acetaldehyde

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