4-[4-(benzyloxy)-3-methoxyphenoxy]-3-[4-(benzyloxy)phenyl]but-2-enoic acid

Base Information

• Chemical Name: 4-[4-(benzyloxy)-3-methoxyphenoxy]-3-[4-(benzyloxy)phenyl]but-2-enoic acid
• CAS No.: 1626424-40-5
• Molecular Formula: C₃₁H₂₈O₆
• Molecular Weight: 496.56
• Mol file: 1626424-40-5.mol

Synonyms:4-[4-(benzyloxy)-3-methoxyphenoxy]-3-[4-(benzyloxy)phenyl]but-2-enoic acid

Chemical Property of 4-[4-(benzyloxy)-3-methoxyphenoxy]-3-[4-(benzyloxy)phenyl]but-2-enoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[4-(benzyloxy)-3-methoxyphenoxy]-3-[4-(benzyloxy)phenyl]but-2-enoic acid

There total 12 articles about 4-[4-(benzyloxy)-3-methoxyphenoxy]-3-[4-(benzyloxy)phenyl]but-2-enoic acid 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: 63.0%

benzyl 4-[4-(benzyloxy)-3-methoxyphenoxy]-3-[4-(benzyloxy)phenyl]but-2-enoate (1626424-44-9) → 4-[4-(benzyloxy)-3-methoxyphenoxy]-3-[4-(benzyloxy)phenyl]but-2-enoic acid (1626424-40-5)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 0 - 50 ℃; for 16h;

DOI:10.1002/ejoc.201400004

Reference yield:

benzyl bromide (100-39-0) → 4-[4-(benzyloxy)-3-methoxyphenoxy]-3-[4-(benzyloxy)phenyl]but-2-enoic acid (1626424-40-5)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate; potassium iodide / acetone / 24 h / 60 °C

2: lithium hydroxide / tetrahydrofuran; water / 16 h / 0 - 50 °C

With potassium carbonate; potassium iodide; lithium hydroxide; In tetrahydrofuran; water; acetone;

DOI:10.1002/ejoc.201400004

Reference yield:

4-benzoyloxyacetophenone (1523-18-8) → 4-[4-(benzyloxy)-3-methoxyphenoxy]-3-[4-(benzyloxy)phenyl]but-2-enoic acid (1626424-40-5)

Guidance literature:

Multi-step reaction with 7 steps

1.1: zinc / 1,4-dioxane / Inert atmosphere; Schlenk technique

1.2: 3 h / Inert atmosphere; Schlenk technique; Sonication

2.1: toluene-4-sulfonic acid / toluene / 4 h / Dean-Stark; Reflux

3.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 24 h / Inert atmosphere; Schlenk technique; Reflux

4.1: potassium carbonate; potassium iodide / acetone / 8 h / 60 °C

5.1: lithium hydroxide / tetrahydrofuran; water / 25 h / 0 - 50 °C

6.1: potassium carbonate; potassium iodide / acetone / 24 h / 60 °C

7.1: lithium hydroxide / tetrahydrofuran; water / 16 h / 0 - 50 °C

With N-Bromosuccinimide; potassium carbonate; toluene-4-sulfonic acid; potassium iodide; lithium hydroxide; zinc; dibenzoyl peroxide; In tetrahydrofuran; 1,4-dioxane; tetrachloromethane; water; acetone; toluene; 1.1: |Reformatsky Reaction / 1.2: |Reformatsky Reaction;

DOI:10.1002/ejoc.201400004

upstream raw materials:

4-benzoyloxyacetophenone

4-(4-ethoxy-2-hydroxy-4-oxobutan-2-yl)phenyl benzoate

4-(4-ethoxy-4-oxobut-2-en-2-yl)phenyl benzoate

4-(1-bromo-4-ethoxy-4-oxobut-2-en-2-yl)phenyl benzoate

Downstream raw materials:

7-(benzyloxy)-3-(4-hydroxyphenyl)-8-methoxybenzo[b]oxepin-5(2H)-one