ethyl 3-vinyl-3-(2,3-dimethoxy-5-methylphenyl)-4,4-dimethylhept-6-enoate

Base Information

• Chemical Name: ethyl 3-vinyl-3-(2,3-dimethoxy-5-methylphenyl)-4,4-dimethylhept-6-enoate
• CAS No.: 882512-64-3
• Molecular Formula: C₂₂H₃₂O₄
• Molecular Weight: 360.494
• Mol file: 882512-64-3.mol

Synonyms:ethyl 3-vinyl-3-(2,3-dimethoxy-5-methylphenyl)-4,4-dimethylhept-6-enoate

Chemical Property of ethyl 3-vinyl-3-(2,3-dimethoxy-5-methylphenyl)-4,4-dimethylhept-6-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3-vinyl-3-(2,3-dimethoxy-5-methylphenyl)-4,4-dimethylhept-6-enoate

There total 14 articles about ethyl 3-vinyl-3-(2,3-dimethoxy-5-methylphenyl)-4,4-dimethylhept-6-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: 28.0%

3-(2,3-dimethoxy-5-methylphenyl)-4,4-dimethylhepta-2,6-dien-1-ol + Triethyl orthoacetate (78-39-7) → ethyl 3-vinyl-3-(2,3-dimethoxy-5-methylphenyl)-4,4-dimethylhept-6-enoate (882512-64-3)

Guidance literature:

With propionic acid; at 180 ℃; for 48h;

DOI:10.1016/j.tet.2006.01.021

Reference yield:

1,2-dimethoxy-5-methyl-3-(prop-1-enyl)benzene → ethyl 3-vinyl-3-(2,3-dimethoxy-5-methylphenyl)-4,4-dimethylhept-6-enoate (882512-64-3)

Guidance literature:

Multi-step reaction with 9 steps

1.1: NaHCO₃; ozone / methanol; CH₂Cl₂ / 0.22 h / -70 °C

1.2: 80 percent / dimethyl sulfide / methanol; CH₂Cl₂ / 8 h / 20 °C

2.1: Mg; iodine / diethyl ether

2.2: 88 percent / diethyl ether / 3 h / 20 °C

3.1: 96 percent / PCC; silica gel / CH₂Cl₂ / 2 h / 20 °C

4.1: sodium hydride / tetrahydrofuran; various solvent(s) / 0.67 h / 20 °C

4.2: tetrahydrofuran; various solvent(s) / 10 h / 20 °C

4.3: 91 percent / tetrahydrofuran; various solvent(s) / 0.5 h / 180 °C

5.1: 90 percent / tetrahydrofuran / 2 h / sonication

6.1: 97 percent / hydrogen / Pd-CaCO₃ / ethanol / 24 h / 20 °C

7.1: 85 percent / PCC; silica gel / CH₂Cl₂ / 30 h / 20 °C

8.1: 75 percent / sodium borohydride / methanol / 1.5 h / cooling

9.1: 28 percent / propionic acid / 48 h / 180 °C

With sodium tetrahydroborate; hydrogen; iodine; silica gel; sodium hydride; sodium hydrogencarbonate; ozone; magnesium; propionic acid; pyridinium chlorochromate; Lindlar's catalyst; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; 2.2: Grignard reaction / 9.1: Claisen orthoester rearrangement;

DOI:10.1016/j.tet.2006.01.021

Reference yield:

1-(2,3-dimethoxy-5-methylphenyl)-2-methyl-propan-1-one (882512-69-8) → ethyl 3-vinyl-3-(2,3-dimethoxy-5-methylphenyl)-4,4-dimethylhept-6-enoate (882512-64-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hydride / tetrahydrofuran; various solvent(s) / 0.67 h / 20 °C

1.2: tetrahydrofuran; various solvent(s) / 10 h / 20 °C

1.3: 91 percent / tetrahydrofuran; various solvent(s) / 0.5 h / 180 °C

2.1: 90 percent / tetrahydrofuran / 2 h / sonication

3.1: 97 percent / hydrogen / Pd-CaCO₃ / ethanol / 24 h / 20 °C

4.1: 85 percent / PCC; silica gel / CH₂Cl₂ / 30 h / 20 °C

5.1: 75 percent / sodium borohydride / methanol / 1.5 h / cooling

6.1: 28 percent / propionic acid / 48 h / 180 °C

With sodium tetrahydroborate; hydrogen; silica gel; sodium hydride; propionic acid; pyridinium chlorochromate; Lindlar's catalyst; In tetrahydrofuran; methanol; ethanol; dichloromethane; 6.1: Claisen orthoester rearrangement;

DOI:10.1016/j.tet.2006.01.021

upstream raw materials:

Triethyl orthoacetate

1-(2,3-dimethoxy-5-methylphenyl)-2-methyl-propan-1-one

1-(2,3-dimethoxy-5-methylphenyl)-2-methyl-propan-1-ol

1-(2,3-dimethoxy-5-methylphenyl)-2,2-dimethylpent-4-en-1-one

Downstream raw materials:

ethyl 2-[1-(2,3-dimethoxy-5-methylphenyl)-5,5-dimethylcyclopent-2-enyl]acetate

1,2-dimethoxy-5-methyl-3-(1',2',2'-trimethylcyclopentyl)benzene

1,2-dihydroxy-5-methyl-3-(1',2',2'-trimethylcyclopentyl)benzene

ethyl 2-[1-(2,3-dimethoxy-5-methylphenyl)-2,2-dimethylcyclopent-1-yl]acetate