methyl-6-{2-[2-(ethoxycarbonyl)-(E)-ethenyl]-3-methoxyphenyl}hexanoate

Base Information

• Chemical Name: methyl-6-{2-[2-(ethoxycarbonyl)-(E)-ethenyl]-3-methoxyphenyl}hexanoate
• CAS No.: 197708-06-8
• Molecular Formula: C₁₉H₂₆O₅
• Molecular Weight: 334.412
• Mol file: 197708-06-8.mol

Synonyms:methyl-6-{2-[2-(ethoxycarbonyl)-(E)-ethenyl]-3-methoxyphenyl}hexanoate

Chemical Property of methyl-6-{2-[2-(ethoxycarbonyl)-(E)-ethenyl]-3-methoxyphenyl}hexanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl-6-{2-[2-(ethoxycarbonyl)-(E)-ethenyl]-3-methoxyphenyl}hexanoate

There total 5 articles about methyl-6-{2-[2-(ethoxycarbonyl)-(E)-ethenyl]-3-methoxyphenyl}hexanoate 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:

3-hydroxyphthalic anhydride (37418-88-5) → methyl-6-{2-[2-(ethoxycarbonyl)-(E)-ethenyl]-3-methoxyphenyl}hexanoate (197708-06-8)

Guidance literature:

Multi-step reaction with 8 steps

2: 37 percent / NaBH₄ / acetic acid; tetrahydrofuran / 2 h / 50 °C

3: 100 percent / DIBAH / toluene / 0.5 h / -70 °C

4: 1.) t-BuOK / 1.) 80 deg C, 1.5 h, 2.) toluene, 1.5 h

5: ethyl acetate / 0.17 h / 0 °C

6: H₂ / 5percent Pd/C / ethanol / 1 h / 25 °C / 760 Torr

7: 100 percent / pyridinium chlorochromate, silica gel / CH₂Cl₂ / 0.67 h / 25 °C

8: 1.) NaH / 1.) THF, 25 deg C, 30 min, 2.) THF, 25 deg C, 30 min

With sodium tetrahydroborate; potassium tert-butylate; hydrogen; silica gel; sodium hydride; diisobutylaluminium hydride; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; acetic acid; ethyl acetate; toluene;

DOI:10.1016/S0968-0896(97)00089-8

Reference yield:

4-methoxy-1,3-dihydro-2-benzofuran-1-ol (130662-53-2) → methyl-6-{2-[2-(ethoxycarbonyl)-(E)-ethenyl]-3-methoxyphenyl}hexanoate (197708-06-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) t-BuOK / 1.) 80 deg C, 1.5 h, 2.) toluene, 1.5 h

2: ethyl acetate / 0.17 h / 0 °C

3: H₂ / 5percent Pd/C / ethanol / 1 h / 25 °C / 760 Torr

4: 100 percent / pyridinium chlorochromate, silica gel / CH₂Cl₂ / 0.67 h / 25 °C

5: 1.) NaH / 1.) THF, 25 deg C, 30 min, 2.) THF, 25 deg C, 30 min

With potassium tert-butylate; hydrogen; silica gel; sodium hydride; pyridinium chlorochromate; palladium on activated charcoal; In ethanol; dichloromethane; ethyl acetate;

DOI:10.1016/S0968-0896(97)00089-8

Reference yield:

methyl 6-[2-(hydroxymethyl)-3-methoxyphenyl]-(5E)-hexenoate (134577-97-2) → methyl-6-{2-[2-(ethoxycarbonyl)-(E)-ethenyl]-3-methoxyphenyl}hexanoate (197708-06-8)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / 5percent Pd/C / ethanol / 1 h / 25 °C / 760 Torr

2: 100 percent / pyridinium chlorochromate, silica gel / CH₂Cl₂ / 0.67 h / 25 °C

3: 1.) NaH / 1.) THF, 25 deg C, 30 min, 2.) THF, 25 deg C, 30 min

With hydrogen; silica gel; sodium hydride; pyridinium chlorochromate; palladium on activated charcoal; In ethanol; dichloromethane;

DOI:10.1016/S0968-0896(97)00089-8

upstream raw materials:

diethoxyphosphoryl-acetic acid ethyl ester

6-(2-Formyl-3-methoxy-phenyl)-hexanoic acid methyl ester

3-hydroxyphthalic anhydride

4-methoxy-1,3-dihydro-2-benzofuran-1-ol

Downstream raw materials:

Methyl 6-[2-(2-ethoxycarbonylethyl)-3-metoxyphenyl]hexanoate