ethyl 6-(4-oxocyclohex-2-enyl)hex-2-ynoate

Base Information

• Chemical Name: ethyl 6-(4-oxocyclohex-2-enyl)hex-2-ynoate
• CAS No.: 1402273-86-2
• Molecular Formula: C₁₄H₁₈O₃
• Molecular Weight: 234.295
• Mol file: 1402273-86-2.mol

Synonyms:ethyl 6-(4-oxocyclohex-2-enyl)hex-2-ynoate

Chemical Property of ethyl 6-(4-oxocyclohex-2-enyl)hex-2-ynoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of ethyl 6-(4-oxocyclohex-2-enyl)hex-2-ynoate

There total 5 articles about ethyl 6-(4-oxocyclohex-2-enyl)hex-2-ynoate 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: 99.0%

ethyl 6-(4-hydroxycyclohex-2-enyl)hex-2-ynoate (1402273-65-7) → ethyl 6-(4-oxocyclohex-2-enyl)hex-2-ynoate (1402273-86-2)

Guidance literature:

With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/jo301554z

Reference yield:

4-(4-pentynyl)-2-cyclohexenone (83025-77-8) → ethyl 6-(4-oxocyclohex-2-enyl)hex-2-ynoate (1402273-86-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / methanol / 0 - 20 °C

2.1: pyridinium p-toluenesulfonate / dichloromethane / 0 - 20 °C / Inert atmosphere

3.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

3.2: -78 - 20 °C / Inert atmosphere

4.1: pyridinium p-toluenesulfonate / ethanol / 0 - 20 °C

5.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 0 - 20 °C / Inert atmosphere

With sodium tetrahydroborate; cerium(III) chloride heptahydrate; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; Dess-Martin periodane; lithium diisopropyl amide; In tetrahydrofuran; methanol; ethanol; dichloromethane;

DOI:10.1021/jo301554z

Reference yield:

C11H16O → ethyl 6-(4-oxocyclohex-2-enyl)hex-2-ynoate (1402273-86-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: pyridinium p-toluenesulfonate / dichloromethane / 0 - 20 °C / Inert atmosphere

2.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

3.1: pyridinium p-toluenesulfonate / ethanol / 0 - 20 °C

4.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 0 - 20 °C / Inert atmosphere

With pyridinium p-toluenesulfonate; sodium hydrogencarbonate; Dess-Martin periodane; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1021/jo301554z

upstream raw materials:

4-(4-pentynyl)-2-cyclohexenone

2-(4-(pent-4-ynyl)cyclohex-2-enyloxy)tetrahydro-2H-pyran

ethyl 6-(4-hydroxycyclohex-2-enyl)hex-2-ynoate