(E)-ethyl 2-acetyl-8-cyclohexylidene-5-methyloct-4-enoate

Base Information

• Chemical Name: (E)-ethyl 2-acetyl-8-cyclohexylidene-5-methyloct-4-enoate
• CAS No.: 1332861-83-2
• Molecular Formula: C₁₉H₃₀O₃
• Molecular Weight: 306.445
• Mol file: 1332861-83-2.mol

Synonyms:(E)-ethyl 2-acetyl-8-cyclohexylidene-5-methyloct-4-enoate

Chemical Property of (E)-ethyl 2-acetyl-8-cyclohexylidene-5-methyloct-4-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-ethyl 2-acetyl-8-cyclohexylidene-5-methyloct-4-enoate

There total 13 articles about (E)-ethyl 2-acetyl-8-cyclohexylidene-5-methyloct-4-enoate 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: 81.0%

C13H21Br + ethyl acetoacetate (141-97-9) → (E)-ethyl 2-acetyl-8-cyclohexylidene-5-methyloct-4-enoate (1332861-83-2)

Guidance literature:

ethyl acetoacetate; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

C₁₃H₂₁Br; In tetrahydrofuran; at 0 ℃; for 12h; Inert atmosphere;

DOI:10.1002/adsc.201100215

Reference yield:

(E)-6-cyclohexylidene-3-methylhex-2-en-1-ol (1332862-02-8) → (E)-ethyl 2-acetyl-8-cyclohexylidene-5-methyloct-4-enoate (1332861-83-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: phosphorus tribromide / diethyl ether / 0 °C / Inert atmosphere

2.1: sodium ethanolate / ethanol / 0 °C / Inert atmosphere

2.2: 16 h / 0 - 20 °C

With sodium ethanolate; phosphorus tribromide; In diethyl ether; ethanol;

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → (E)-ethyl 2-acetyl-8-cyclohexylidene-5-methyloct-4-enoate (1332861-83-2)

Guidance literature:

Multi-step reaction with 9 steps

1.1: sodium hydride; 15-crown-5 / tetrahydrofuran; mineral oil / 0 °C

1.2: -40 - 20 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Inert atmosphere

3.1: phosphorus tribromide / diethyl ether / 0 °C / Inert atmosphere

4.1: sodium ethanolate / ethanol / 0 °C

4.2: 16 h / 0 - 20 °C

5.1: potassium hydroxide / methanol; water / 2 h / 80 - 85 °C

6.1: sodium hydride; 15-crown-5 / tetrahydrofuran; mineral oil / 0 °C

6.2: -40 - 20 °C

7.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Inert atmosphere

8.1: phosphorus tribromide / diethyl ether / 0 °C / Inert atmosphere

9.1: sodium ethanolate / ethanol / 0 °C / Inert atmosphere

9.2: 16 h / 0 - 20 °C

With lithium aluminium tetrahydride; 15-crown-5; sodium ethanolate; phosphorus tribromide; sodium hydride; potassium hydroxide; In tetrahydrofuran; methanol; diethyl ether; ethanol; water; mineral oil;

upstream raw materials:

C₁₉H₂₆O₃S

(E)-6-cyclohexylidene-3-methylhex-2-en-1-ol

ethyl acetoacetate

1-vinylcyclohexanol

Downstream raw materials:

C₁₈H₃₀O

C₂₀H₃₂O₂

C₁₈H₂₉Br

C₂₄H₃₈O₃