2-[1-Hydroxy-meth-(E)-ylidene]-4-((E)-penta-2,4-dienyl)-cyclohexanone

Base Information

• Chemical Name: 2-[1-Hydroxy-meth-(E)-ylidene]-4-((E)-penta-2,4-dienyl)-cyclohexanone
• CAS No.: 155501-63-6
• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.258
• Mol file: 155501-63-6.mol

Synonyms:

Chemical Property of 2-[1-Hydroxy-meth-(E)-ylidene]-4-((E)-penta-2,4-dienyl)-cyclohexanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[1-Hydroxy-meth-(E)-ylidene]-4-((E)-penta-2,4-dienyl)-cyclohexanone

There total 7 articles about 2-[1-Hydroxy-meth-(E)-ylidene]-4-((E)-penta-2,4-dienyl)-cyclohexanone 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:

3-Ethoxycyclohex-2-en-1-one (5323-87-5) → 2-[1-Hydroxy-meth-(E)-ylidene]-4-((E)-penta-2,4-dienyl)-cyclohexanone (155501-63-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) LDA / 1.) THF, -78 deg C; 2.) THF, -45 deg C

2: 1.) LAH; 2.) 1N HCl; 3.) H₂ / 3.) 10percent Pd-C / 1.) THF; 2.) THF; 3.) EtOAc

3: TsOH / benzene / Heating

4: SO₃*Py, Et₃N / dimethylsulfoxide

5: n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide

6: 10percent HClO₄ / tetrahydrofuran

7: 1.) NaH / 1.) benzene; 2.) benzene

With hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; perchloric acid; pyridine-SO₃ complex; hydrogen; sodium hydride; toluene-4-sulfonic acid; triethylamine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dimethyl sulfoxide; benzene;

DOI:10.1016/S0040-4039(00)73821-4

Reference yield:

(2-Ethoxy-4-oxo-cyclohex-2-enyl)-acetic acid ethyl ester → 2-[1-Hydroxy-meth-(E)-ylidene]-4-((E)-penta-2,4-dienyl)-cyclohexanone (155501-63-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) LAH; 2.) 1N HCl; 3.) H₂ / 3.) 10percent Pd-C / 1.) THF; 2.) THF; 3.) EtOAc

2: TsOH / benzene / Heating

3: SO₃*Py, Et₃N / dimethylsulfoxide

4: n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide

5: 10percent HClO₄ / tetrahydrofuran

6: 1.) NaH / 1.) benzene; 2.) benzene

With hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; perchloric acid; pyridine-SO₃ complex; hydrogen; sodium hydride; toluene-4-sulfonic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dimethyl sulfoxide; benzene;

DOI:10.1016/S0040-4039(00)73821-4

Reference yield:

4-(2-hydroxyethyl)cyclohexan-1-one (32863-01-7) → 2-[1-Hydroxy-meth-(E)-ylidene]-4-((E)-penta-2,4-dienyl)-cyclohexanone (155501-63-6)

Guidance literature:

Multi-step reaction with 5 steps

1: TsOH / benzene / Heating

2: SO₃*Py, Et₃N / dimethylsulfoxide

3: n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide

4: 10percent HClO₄ / tetrahydrofuran

5: 1.) NaH / 1.) benzene; 2.) benzene

With n-butyllithium; perchloric acid; pyridine-SO₃ complex; sodium hydride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dimethyl sulfoxide; benzene;

DOI:10.1016/S0040-4039(00)73821-4

upstream raw materials:

((E)-4-Penta-2,4-dienyl)-cyclohexanone

formic acid ethyl ester

4-(2-hydroxyethyl)cyclohexan-1-one

3-Ethoxycyclohex-2-en-1-one

Downstream raw materials:

(E)-2-benzoyloxymethylene-4((E)-2,4-pentadienyl)cyclohexanone