ethyl 6-p-tolyl-2,5-heptadienoate

Base Information

• Chemical Name: ethyl 6-p-tolyl-2,5-heptadienoate
• CAS No.: 117421-39-3
• Molecular Formula: C₁₆H₂₀O₂
• Molecular Weight: 244.334
• Mol file: 117421-39-3.mol

Synonyms:

Chemical Property of ethyl 6-p-tolyl-2,5-heptadienoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 6-p-tolyl-2,5-heptadienoate

There total 10 articles about ethyl 6-p-tolyl-2,5-heptadienoate 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:

1-cyclohex-1-enyl-4-methylbenzene (1821-23-4) → ethyl 6-p-tolyl-2,5-heptadienoate (117421-39-3,117421-50-8)

Guidance literature:

Multi-step reaction with 8 steps

1: 1.) O₃, 2.) Me₂S / 1.) CH₂Cl₂, -78 deg C, 10 min, 2.) -78 deg C to room t.

2: Jones reagent / acetone / 0.5 h / 0 °C

3: 87.2 percent / 95 percent H₂SO₄ / 5 h / Heating

4: 75 percent / diethyl ether; toluene / 0.5 h / -78 °C

5: 81.5 percent / ZnI₂ / 1,2-dichloro-ethane / 0.17 h / Ambient temperature

6: 1.) BuLi(hexane), (i-Pr)2NH / 1.) THF, -78 deg C, 1 h 2.) THF, -78 deg C, 1 h, to room t.

7: 100 percent / p-MeC₆H₄SO₂N₃, Et₃N / CH₂Cl₂ / 4 h / Ambient temperature

8: multistep reaction; reactions under var. conditions

With n-butyllithium; 4-toluenesulfonyl azide; jones reagent; dimethylsulfide; ozone; triethylamine; diisopropylamine; sulfuric acid; zinc(II) iodide; In diethyl ether; dichloromethane; 1,2-dichloro-ethane; acetone; toluene;

Reference yield:

1-(p-methylphenyl)cyclohexanol (1821-24-5) → ethyl 6-p-tolyl-2,5-heptadienoate (117421-39-3,117421-50-8)

Guidance literature:

Multi-step reaction with 9 steps

1: p-TsOH / benzene / 16 h / Heating

2: 1.) O₃, 2.) Me₂S / 1.) CH₂Cl₂, -78 deg C, 10 min, 2.) -78 deg C to room t.

3: Jones reagent / acetone / 0.5 h / 0 °C

4: 87.2 percent / 95 percent H₂SO₄ / 5 h / Heating

5: 75 percent / diethyl ether; toluene / 0.5 h / -78 °C

6: 81.5 percent / ZnI₂ / 1,2-dichloro-ethane / 0.17 h / Ambient temperature

7: 1.) BuLi(hexane), (i-Pr)2NH / 1.) THF, -78 deg C, 1 h 2.) THF, -78 deg C, 1 h, to room t.

8: 100 percent / p-MeC₆H₄SO₂N₃, Et₃N / CH₂Cl₂ / 4 h / Ambient temperature

9: multistep reaction; reactions under var. conditions

With n-butyllithium; 4-toluenesulfonyl azide; jones reagent; dimethylsulfide; ozone; triethylamine; diisopropylamine; sulfuric acid; toluene-4-sulfonic acid; zinc(II) iodide; In diethyl ether; dichloromethane; 1,2-dichloro-ethane; acetone; toluene; benzene;

Reference yield:

para-bromotoluene (106-38-7) → ethyl 6-p-tolyl-2,5-heptadienoate (117421-39-3,117421-50-8)

Guidance literature:

Multi-step reaction with 10 steps

1: 1.) Mg / 1.) THF, room t., 2.) THF, room t., 1 h

2: p-TsOH / benzene / 16 h / Heating

3: 1.) O₃, 2.) Me₂S / 1.) CH₂Cl₂, -78 deg C, 10 min, 2.) -78 deg C to room t.

4: Jones reagent / acetone / 0.5 h / 0 °C

5: 87.2 percent / 95 percent H₂SO₄ / 5 h / Heating

6: 75 percent / diethyl ether; toluene / 0.5 h / -78 °C

7: 81.5 percent / ZnI₂ / 1,2-dichloro-ethane / 0.17 h / Ambient temperature

8: 1.) BuLi(hexane), (i-Pr)2NH / 1.) THF, -78 deg C, 1 h 2.) THF, -78 deg C, 1 h, to room t.

9: 100 percent / p-MeC₆H₄SO₂N₃, Et₃N / CH₂Cl₂ / 4 h / Ambient temperature

10: multistep reaction; reactions under var. conditions

With n-butyllithium; 4-toluenesulfonyl azide; jones reagent; dimethylsulfide; ozone; magnesium; triethylamine; diisopropylamine; sulfuric acid; toluene-4-sulfonic acid; zinc(II) iodide; In diethyl ether; dichloromethane; 1,2-dichloro-ethane; acetone; toluene; benzene;

upstream raw materials:

ethyl 2-diazo-6-phenylthio-6-p-tolylheptanoate

1-cyclohex-1-enyl-4-methylbenzene

1-(p-methylphenyl)cyclohexanol

para-bromotoluene