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)

Base Information

• Chemical Name: 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)
• CAS No.: 1621283-97-3
• Molecular Formula: C₃₅H₄₂O₂
• Molecular Weight: 494.717
• Mol file: 1621283-97-3.mol

Synonyms:

Chemical Property of 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)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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)

There total 10 articles about 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) 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:

(2E,4E)-ethyl 5-(-4-methoxy-2,3,6-trimethylphenyl)-3-methylpenta-2,4-dienoate (1269259-99-5) → 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) (1621283-97-3)

Guidance literature:

Multi-step reaction with 5 steps

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

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

3.1: 3 h / Inert atmosphere; Reflux

4.1: 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium / tetrahydrofuran / 0.67 h / 0 °C / Inert atmosphere

4.2: 1 h / -78 - 0 °C

5.1: methyl magnesium iodide / diethyl ether / 4 h / 180 °C / Inert atmosphere

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; aluminum (III) chloride; lithium aluminium tetrahydride; methyl magnesium iodide; n-butyllithium; phosphorus tribromide; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1002/chem.201403024

Reference yield:

5-(4-methoxy-2,3,6-trimethylphenyl)-3-methylpenta-2,4-dien-1-ol (63650-98-6) → 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) (1621283-97-3)

Guidance literature:

Multi-step reaction with 4 steps

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

2.1: 3 h / Inert atmosphere; Reflux

3.1: 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium / tetrahydrofuran / 0.67 h / 0 °C / Inert atmosphere

3.2: 1 h / -78 - 0 °C

4.1: methyl magnesium iodide / diethyl ether / 4 h / 180 °C / Inert atmosphere

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; methyl magnesium iodide; n-butyllithium; phosphorus tribromide; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1002/chem.201403024

Reference yield:

2,3,5-trimethylphenol (697-82-5) → 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) (1621283-97-3)

Guidance literature:

Multi-step reaction with 11 steps

1.1: sodium hydride / mineral oil; tetrahydrofuran / 12 h / 25 °C

2.1: trichlorophosphate / 0.25 h / 10 - 20 °C

2.2: 6 h / 10 - 110 °C

3.1: sodium hydroxide / water / 7.5 h / 0 - 20 °C

4.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

4.2: 6 h / 0 °C / Reflux

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

6.1: sodium carbonate; manganese(IV) oxide / dichloromethane / 48 h / 20 °C

7.1: 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / tetrahydrofuran / 0.67 h / 0 °C / Inert atmosphere

7.2: 1 h / -78 - 0 °C

8.1: diisobutylaluminium hydride / dichloromethane; hexane / 36 h / -78 - -30 °C / Inert atmosphere

9.1: sodium carbonate; manganese(IV) oxide / dichloromethane / 48 h / 20 °C

10.1: 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium / tetrahydrofuran / 0.67 h / 0 °C / Inert atmosphere

10.2: 1 h / -78 - 0 °C

11.1: methyl magnesium iodide / diethyl ether / 4 h / 180 °C / Inert atmosphere

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; manganese(IV) oxide; aluminum (III) chloride; lithium aluminium tetrahydride; methyl magnesium iodide; n-butyllithium; sodium hydride; diisobutylaluminium hydride; sodium carbonate; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; mineral oil;

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

(2E,4E,6E,8E)-9-(4-methoxyl-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenal