3-Hydroxy-2-[(E)-3-(4-hydroxy-phenyl)-acryloyl]-5-methoxy-4,4-dimethyl-cyclohexa-2,5-dienone

Base Information

• Chemical Name: 3-Hydroxy-2-[(E)-3-(4-hydroxy-phenyl)-acryloyl]-5-methoxy-4,4-dimethyl-cyclohexa-2,5-dienone
• CAS No.: 867296-34-2
• Molecular Formula: C₁₈H₁₈O₅
• Molecular Weight: 314.338
• Mol file: 867296-34-2.mol

Synonyms:3-Hydroxy-2-[(E)-3-(4-hydroxy-phenyl)-acryloyl]-5-methoxy-4,4-dimethyl-cyclohexa-2,5-dienone

Chemical Property of 3-Hydroxy-2-[(E)-3-(4-hydroxy-phenyl)-acryloyl]-5-methoxy-4,4-dimethyl-cyclohexa-2,5-dienone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Hydroxy-2-[(E)-3-(4-hydroxy-phenyl)-acryloyl]-5-methoxy-4,4-dimethyl-cyclohexa-2,5-dienone

There total 3 articles about 3-Hydroxy-2-[(E)-3-(4-hydroxy-phenyl)-acryloyl]-5-methoxy-4,4-dimethyl-cyclohexa-2,5-dienone 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: 79.0%

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) + 2-acetyl-3-hydroxy-4,4-dimethyl-5-methoxy-2,5-cyclohexadien-1-one (114174-63-9) → 3-Hydroxy-2-[(E)-3-(4-hydroxy-phenyl)-acryloyl]-5-methoxy-4,4-dimethyl-cyclohexa-2,5-dienone (867296-34-2)

Guidance literature:

With piperidine; at 80 ℃; for 1h;

DOI:10.1016/j.tet.2005.07.080

Reference yield:

2,6-diacetyl-3,5-dihydroxy-4,4-dimethyl-2,5-cyclohexadien-1-one (2999-26-0) → 3-Hydroxy-2-[(E)-3-(4-hydroxy-phenyl)-acryloyl]-5-methoxy-4,4-dimethyl-cyclohexa-2,5-dienone (867296-34-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / H₂SO₄ / H₂O / 0.83 h / 80 °C

2: 79 percent / piperidine / 1 h / 80 °C

With piperidine; sulfuric acid; In water;

DOI:10.1016/j.tet.2005.07.080

Reference yield:

2-acetyl-3,5-dihydroxy-4,4-dimethyl-2,5-cyclohexadien-1-one (16302-39-9) → 3-Hydroxy-2-[(E)-3-(4-hydroxy-phenyl)-acryloyl]-5-methoxy-4,4-dimethyl-cyclohexa-2,5-dienone (867296-34-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / piperidine / 1 h / 80 °C

With piperidine;

DOI:10.1016/j.tet.2005.07.080

upstream raw materials:

4-hydroxy-benzaldehyde

2-acetyl-3-hydroxy-4,4-dimethyl-5-methoxy-2,5-cyclohexadien-1-one

2-acetyl-3,5-dihydroxy-4,4-dimethyl-2,5-cyclohexadien-1-one

2,6-diacetyl-3,5-dihydroxy-4,4-dimethyl-2,5-cyclohexadien-1-one

Downstream raw materials:

Bis-{2,4-dihydroxy-5-[(E)-3-(4-hydroxy-phenyl)-acryloyl]-3,3-dimethyl-6-oxo-cyclohexa-1,4-dienyl}-acetic acid

p-hydroxycinnamoylfilicinic acid