methyl (E)-4-(4′-hydroxy-3′-methylbut-(E)-2′-enyloxy)cinnamate

Base Information

• Chemical Name: methyl (E)-4-(4′-hydroxy-3′-methylbut-(E)-2′-enyloxy)cinnamate
• CAS No.: 1259326-84-5
• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.306
• Mol file: 1259326-84-5.mol

Synonyms:methyl (E)-4-(4′-hydroxy-3′-methylbut-(E)-2′-enyloxy)cinnamate

Chemical Property of methyl (E)-4-(4′-hydroxy-3′-methylbut-(E)-2′-enyloxy)cinnamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (E)-4-(4′-hydroxy-3′-methylbut-(E)-2′-enyloxy)cinnamate

There total 3 articles about methyl (E)-4-(4′-hydroxy-3′-methylbut-(E)-2′-enyloxy)cinnamate 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: 38.0%

(E)-methyl-3-[4-(3-methylbut-2-enyloxy)phenyl]prop-2-enoate (81053-49-8) → methyl (E)-4-(4′-hydroxy-3′-methylbut-(E)-2′-enyloxy)cinnamate (1259326-84-5) + methyl (E)-4-(3'-carbonylbut-(E)-2'-enyloxy)cinnamate (1443253-40-4)

Guidance literature:

With tert.-butylhydroperoxide; selenium(IV) oxide; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1016/j.ejmech.2013.02.017

Reference yield:

p-Coumaric Acid (7400-08-0,50940-26-6) → methyl (E)-4-(4′-hydroxy-3′-methylbut-(E)-2′-enyloxy)cinnamate (1259326-84-5) + methyl (E)-4-(3'-carbonylbut-(E)-2'-enyloxy)cinnamate (1443253-40-4)

Guidance literature:

Multi-step reaction with 3 steps

1: acetyl chloride / methanol / 20 °C / Inert atmosphere

2: sodium methylate / 3 h / 20 °C / Inert atmosphere

3: selenium(IV) oxide; tert.-butylhydroperoxide / dichloromethane / 24 h / 20 °C

With tert.-butylhydroperoxide; selenium(IV) oxide; sodium methylate; acetyl chloride; In methanol; dichloromethane;

DOI:10.1016/j.ejmech.2013.02.017

Reference yield:

methyl 4-hydroxycinnamate (3943-97-3) → methyl (E)-4-(4′-hydroxy-3′-methylbut-(E)-2′-enyloxy)cinnamate (1259326-84-5) + methyl (E)-4-(3'-carbonylbut-(E)-2'-enyloxy)cinnamate (1443253-40-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium methylate / 3 h / 20 °C / Inert atmosphere

2: selenium(IV) oxide; tert.-butylhydroperoxide / dichloromethane / 24 h / 20 °C

With tert.-butylhydroperoxide; selenium(IV) oxide; sodium methylate; In dichloromethane;

DOI:10.1016/j.ejmech.2013.02.017

upstream raw materials:

p-Coumaric Acid

(E)-methyl-3-[4-(3-methylbut-2-enyloxy)phenyl]prop-2-enoate

methyl 4-hydroxycinnamate