Acetic acid (E)-4-hydroxy-4-methyl-6-phenyl-hex-2-enyl ester

Base Information

• Chemical Name: Acetic acid (E)-4-hydroxy-4-methyl-6-phenyl-hex-2-enyl ester
• CAS No.: 137513-39-4
• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.322
• Mol file: 137513-39-4.mol

Synonyms:Acetic acid (E)-4-hydroxy-4-methyl-6-phenyl-hex-2-enyl ester

Chemical Property of Acetic acid (E)-4-hydroxy-4-methyl-6-phenyl-hex-2-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of Acetic acid (E)-4-hydroxy-4-methyl-6-phenyl-hex-2-enyl ester

There total 3 articles about Acetic acid (E)-4-hydroxy-4-methyl-6-phenyl-hex-2-enyl ester 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: 90.0%

Propargyl acetate (627-09-8) + 4-Phenyl-2-butanone (2550-26-7) → Acetic acid (E)-4-hydroxy-4-methyl-6-phenyl-hex-2-enyl ester (137513-39-4)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; tert-butyl alcohol; In tetrahydrofuran; for 0.0833333h; Ambient temperature;

DOI:10.1016/S0040-4039(00)93497-X

Reference yield: 85.0%

cis-1,4-bis(acetyloxy)but-2-ene (25260-60-0) + 3-methyl-5-phenylpent-1-en-3-ol (55066-45-0) → Acetic acid (E)-4-hydroxy-4-methyl-6-phenyl-hex-2-enyl ester (137513-39-4)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In neat (no solvent); at 40 ℃; for 18h;

DOI:10.1021/jacs.7b11299

Reference yield:

4-Phenyl-2-butanone (2550-26-7) → Acetic acid (E)-4-hydroxy-4-methyl-6-phenyl-hex-2-enyl ester (137513-39-4)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 0.5 h / 0 °C

2: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / neat (no solvent) / 18 h / 40 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; 1: |Grignard Reaction / 2: |Cross Metathesis;

DOI:10.1021/jacs.7b11299

upstream raw materials:

Propargyl acetate

4-Phenyl-2-butanone

cis-1,4-bis(acetyloxy)but-2-ene

3-methyl-5-phenylpent-1-en-3-ol