(E)-methyl 5,5-dimethylhex-2-enoate

Base Information

• Chemical Name: (E)-methyl 5,5-dimethylhex-2-enoate
• CAS No.: 36215-16-4
• Molecular Formula: C₉H₁₆O₂
• Molecular Weight: 156.225
• Mol file: 36215-16-4.mol

Synonyms:

Chemical Property of (E)-methyl 5,5-dimethylhex-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-methyl 5,5-dimethylhex-2-enoate

There total 4 articles about (E)-methyl 5,5-dimethylhex-2-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:

C9H16N2O2 → Methyl-3,3-dimethylcyclopentyl-carboxylat (69393-31-3) + (Z)-methyl 5,5-dimethylhex-2-enoate (223791-62-6) + (E)-methyl 5,5-dimethylhex-2-enoate (36215-16-4)

Guidance literature:

With Li[Al(perfluoro-tertbutoxide)4]; [Fe(N,N’-bis(pentafluorophenyl)-o-phenylenediamide)(tetrahydrofuran)]₂; In dichloromethane; at 25 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201905986

Reference yield:

neohexyliodide (15672-88-5) → Methyl-3,3-dimethylcyclopentyl-carboxylat (69393-31-3) + (Z)-methyl 5,5-dimethylhex-2-enoate (223791-62-6) + (E)-methyl 5,5-dimethylhex-2-enoate (36215-16-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

1.2: 3 h / 80 °C / Inert atmosphere

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; 4-acetamidobenzenesulfonyl azide / acetonitrile / 20 °C / Inert atmosphere

3.1: [Fe(N,N’-bis(pentafluorophenyl)-o-phenylenediamide)(tetrahydrofuran)]₂; Li[Al(perfluoro-tertbutoxide)4] / dichloromethane / 24 h / 25 °C / Schlenk technique; Inert atmosphere

With Li[Al(perfluoro-tertbutoxide)4]; 4-acetamidobenzenesulfonyl azide; [Fe(N,N’-bis(pentafluorophenyl)-o-phenylenediamide)(tetrahydrofuran)]₂; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/anie.201905986

Reference yield:

C11H20O3 → Methyl-3,3-dimethylcyclopentyl-carboxylat (69393-31-3) + (Z)-methyl 5,5-dimethylhex-2-enoate (223791-62-6) + (E)-methyl 5,5-dimethylhex-2-enoate (36215-16-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene; 4-acetamidobenzenesulfonyl azide / acetonitrile / 20 °C / Inert atmosphere

2: [Fe(N,N’-bis(pentafluorophenyl)-o-phenylenediamide)(tetrahydrofuran)]₂; Li[Al(perfluoro-tertbutoxide)4] / dichloromethane / 24 h / 25 °C / Schlenk technique; Inert atmosphere

With Li[Al(perfluoro-tertbutoxide)4]; 4-acetamidobenzenesulfonyl azide; [Fe(N,N’-bis(pentafluorophenyl)-o-phenylenediamide)(tetrahydrofuran)]₂; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; acetonitrile;

DOI:10.1002/anie.201905986

upstream raw materials:

neohexyliodide

3,3-dimethylbutanol