trans-methyl-2-(hex-1-en-1-yl)benzoate

Base Information

• Chemical Name: trans-methyl-2-(hex-1-en-1-yl)benzoate
• CAS No.: 1311408-35-1
• Molecular Formula: C₁₄H₁₈O₂
• Molecular Weight: 218.296
• Mol file: 1311408-35-1.mol

Synonyms:trans-methyl-2-(hex-1-en-1-yl)benzoate

Chemical Property of trans-methyl-2-(hex-1-en-1-yl)benzoate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of trans-methyl-2-(hex-1-en-1-yl)benzoate

There total 4 articles about trans-methyl-2-(hex-1-en-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: 74.0%

2-(1E-1-hexenyl)-benzo-1,3,2-diazaborolane (1311408-21-5) + o-iodo-methyl-benzoic acid (610-97-9) → trans-methyl-2-(hex-1-en-1-yl)benzoate (1311408-35-1)

Guidance literature:

With potassium phosphate monohydrate; palladium diacetate; tricyclohexylphosphine; In 1,4-dioxane; at 100 ℃; for 0.333333h; Inert atmosphere; Microwave irradiation;

DOI:10.1016/j.tet.2011.03.095

Reference yield:

2-(1-hexynyl)benzoic acid methyl ester (462637-40-7) → trans-methyl-2-(hex-1-en-1-yl)benzoate (1311408-35-1) + cis-methyl-2-(hex-1-en-1-yl)benzoate (1609250-67-0)

Guidance literature:

With sodium tetrahydroborate; nickel(II) chloride hexahydrate; In methanol; at 20 ℃; for 0.25h;

DOI:10.1039/c7cc02140b

Reference yield:

hex-1-yne (693-02-7) → trans-methyl-2-(hex-1-en-1-yl)benzoate (1311408-35-1)

Guidance literature:

Multi-step reaction with 3 steps

1: dibromoborane / 3 h / 10 - 15 °C / Inert atmosphere

2: toluene / 1 h / Inert atmosphere; Reflux

3: potassium phosphate monohydrate; palladium diacetate; tricyclohexylphosphine / 1,4-dioxane / 0.33 h / 100 °C / Inert atmosphere; Microwave irradiation

With potassium phosphate monohydrate; palladium diacetate; dibromoborane; tricyclohexylphosphine; In 1,4-dioxane; toluene; 3: Suzuki-Miyaura coupling;

DOI:10.1016/j.tet.2011.03.095

upstream raw materials:

2-(1E-1-hexenyl)-benzo-1,3,2-diazaborolane

o-iodo-methyl-benzoic acid

(E)-1-hexenyldihydroxyborane

hex-1-yne