methyl 2-(4-methyl-3-penten-1-yl)benzoate

Base Information

• Chemical Name: methyl 2-(4-methyl-3-penten-1-yl)benzoate
• CAS No.: 1588818-25-0
• Molecular Formula: C₁₄H₁₈O₂
• Molecular Weight: 218.296
• Mol file: 1588818-25-0.mol

Synonyms:methyl 2-(4-methyl-3-penten-1-yl)benzoate

Chemical Property of methyl 2-(4-methyl-3-penten-1-yl)benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-(4-methyl-3-penten-1-yl)benzoate

There total 6 articles about methyl 2-(4-methyl-3-penten-1-yl)benzoate 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%

P-isopropyltriphenylphosphonium cation (47180-35-8) + methyl 2-(3-oxopropane)benzoate (106515-77-9) → methyl 2-(4-methyl-3-penten-1-yl)benzoate (1588818-25-0)

Guidance literature:

P-isopropyltriphenylphosphonium cation; With n-butyllithium; In diethyl ether; at -10 - 20 ℃; for 1h; Inert atmosphere;

methyl 2-(3-oxopropane)benzoate; In diethyl ether; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1080/10286020.2013.879121

Reference yield:

(E)-o-carboxycinnamic acid (18454-53-0) → methyl 2-(4-methyl-3-penten-1-yl)benzoate (1588818-25-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: palladium dichloride; sodium hydroxide; formic acid / 24 h / 65 °C

2.1: sulfuric acid / 2 h / 20 °C

3.1: lithium borohydride / 1,4-dioxane / 6.5 h / 100 °C / Inert atmosphere

4.1: sulfuric acid / 36 h / Reflux

5.1: pyridinium chlorochromate; silica gel / dichloromethane / 20 °C

6.1: n-butyllithium / diethyl ether / 1 h / -10 - 20 °C / Inert atmosphere

6.2: 3 h / 20 °C / Inert atmosphere

With lithium borohydride; n-butyllithium; formic acid; sulfuric acid; silica gel; pyridinium chlorochromate; sodium hydroxide; palladium dichloride; In 1,4-dioxane; diethyl ether; dichloromethane; 6.1: |Wittig Olefination;

DOI:10.1080/10286020.2013.879121

Reference yield:

2-(2-carboxyethyl)benzoic acid (776-79-4) → methyl 2-(4-methyl-3-penten-1-yl)benzoate (1588818-25-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sulfuric acid / 2 h / 20 °C

2.1: lithium borohydride / 1,4-dioxane / 6.5 h / 100 °C / Inert atmosphere

3.1: sulfuric acid / 36 h / Reflux

4.1: pyridinium chlorochromate; silica gel / dichloromethane / 20 °C

5.1: n-butyllithium / diethyl ether / 1 h / -10 - 20 °C / Inert atmosphere

5.2: 3 h / 20 °C / Inert atmosphere

With lithium borohydride; n-butyllithium; sulfuric acid; silica gel; pyridinium chlorochromate; In 1,4-dioxane; diethyl ether; dichloromethane; 5.1: |Wittig Olefination;

DOI:10.1080/10286020.2013.879121

upstream raw materials:

P-isopropyltriphenylphosphonium cation

methyl 2-(3-oxopropane)benzoate

(E)-o-carboxycinnamic acid

2-(2-carboxyethyl)benzoic acid

Downstream raw materials:

C₁₃H₁₆O₃

2-(4-methyl-3-penten-1-yl)benzoic acid