diethyl ((2E,4E)-5-(4-methoxy-2,3,6-trimethylphenyl)-3-methylpenta-2,4-dien-1-yl)phosphonate

Base Information

• Chemical Name: diethyl ((2E,4E)-5-(4-methoxy-2,3,6-trimethylphenyl)-3-methylpenta-2,4-dien-1-yl)phosphonate
• CAS No.: 74479-69-9
• Molecular Formula: C₂₀H₃₁O₄P
• Molecular Weight: 366.438
• Mol file: 74479-69-9.mol

Synonyms:diethyl ((2E,4E)-5-(4-methoxy-2,3,6-trimethylphenyl)-3-methylpenta-2,4-dien-1-yl)phosphonate

Chemical Property of diethyl ((2E,4E)-5-(4-methoxy-2,3,6-trimethylphenyl)-3-methylpenta-2,4-dien-1-yl)phosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl ((2E,4E)-5-(4-methoxy-2,3,6-trimethylphenyl)-3-methylpenta-2,4-dien-1-yl)phosphonate

There total 7 articles about diethyl ((2E,4E)-5-(4-methoxy-2,3,6-trimethylphenyl)-3-methylpenta-2,4-dien-1-yl)phosphonate 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: 80.0%

2-((1E,3E)-5-bromo-3-methylpenta-1,3-dien-1-yl)-5-methoxy-1,3,4-trimethylbenzene (74479-62-2) + triethyl phosphite (122-52-1) → diethyl ((2E,4E)-5-(4-methoxy-2,3,6-trimethylphenyl)-3-methylpenta-2,4-dien-1-yl)phosphonate (74479-69-9)

Guidance literature:

for 3h; Inert atmosphere; Reflux;

DOI:10.1002/chem.201403024

Reference yield:

5-(4-methoxy-2,3,6-trimethylphenyl)-3-methylpenta-2,4-dien-1-ol (63650-98-6) → diethyl ((2E,4E)-5-(4-methoxy-2,3,6-trimethylphenyl)-3-methylpenta-2,4-dien-1-yl)phosphonate (74479-69-9)

Guidance literature:

Multi-step reaction with 2 steps

1: phosphorus tribromide / dichloromethane / 2 h / -10 °C

2: 3 h / Inert atmosphere; Reflux

With phosphorus tribromide; In dichloromethane;

DOI:10.1002/chem.201403024

Reference yield:

(2E,4E)-ethyl 5-(-4-methoxy-2,3,6-trimethylphenyl)-3-methylpenta-2,4-dienoate (1269259-99-5) → diethyl ((2E,4E)-5-(4-methoxy-2,3,6-trimethylphenyl)-3-methylpenta-2,4-dien-1-yl)phosphonate (74479-69-9)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium aluminium tetrahydride; aluminum (III) chloride / tetrahydrofuran / 24 h / 0 - 20 °C

2: phosphorus tribromide / dichloromethane / 2 h / -10 °C

3: 3 h / Inert atmosphere; Reflux

With aluminum (III) chloride; lithium aluminium tetrahydride; phosphorus tribromide; In tetrahydrofuran; dichloromethane;

DOI:10.1002/chem.201403024

upstream raw materials:

(2E,4E)-ethyl 5-(-4-methoxy-2,3,6-trimethylphenyl)-3-methylpenta-2,4-dienoate

5-(4-methoxy-2,3,6-trimethylphenyl)-3-methylpenta-2,4-dien-1-ol

2-((1E,3E)-5-bromo-3-methylpenta-1,3-dien-1-yl)-5-methoxy-1,3,4-trimethylbenzene

triethyl phosphite

Downstream raw materials:

4,4’-((1E,3E,5E,7E,9E,11E,13E)-3,7,12-trimethyltetradeca-1,3,5,7,9,11,13-heptaene-1,14-diyl)bis(1-methoxy-2,3,5-trimethylbenzene)

4,4’-((1E,3E,5E,7E,9E,11E,13E)-3,7,12-trimethyltetradeca-1,3,5,7,9,11,13-heptaene-1,14-diyl)bis(1-methoxy-2,3,5-trimethylphenol)

4,4’-((1E,3E,5E)-3-methylhexa-1,3,5-triene-1,6-diyl)bis(1-methoxy-2,3,5-trimethylbenzene)

4,4’-((1E,3E,5E)-3-methylhexa-1,3,5-triene-1,6-diyl)bis(2,3,5-trimethylphenol)