4-{(1E,3E)-4-[4-(11-Hydroxy-undecyloxy)-phenyl]-buta-1,3-dienyl}-benzonitrile

Base Information

• Chemical Name: 4-{(1E,3E)-4-[4-(11-Hydroxy-undecyloxy)-phenyl]-buta-1,3-dienyl}-benzonitrile
• CAS No.: 906357-00-4
• Molecular Formula: C₂₈H₃₅NO₂
• Molecular Weight: 417.591

Synonyms:4-{(1E,3E)-4-[4-(11-Hydroxy-undecyloxy)-phenyl]-buta-1,3-dienyl}-benzonitrile

Chemical Property of 4-{(1E,3E)-4-[4-(11-Hydroxy-undecyloxy)-phenyl]-buta-1,3-dienyl}-benzonitrile

Chemical Property:

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Technology Process of 4-{(1E,3E)-4-[4-(11-Hydroxy-undecyloxy)-phenyl]-buta-1,3-dienyl}-benzonitrile

There total 2 articles about 4-{(1E,3E)-4-[4-(11-Hydroxy-undecyloxy)-phenyl]-buta-1,3-dienyl}-benzonitrile 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: 60.0%

(1E,3E)-1-(4-cyanophenyl)-4-(4-hydroxyphenyl)-1,3-butadiene (898288-97-6) + 1-Bromo-11-hydroxyundecane (1611-56-9) → 4-{(1E,3E)-4-[4-(11-Hydroxy-undecyloxy)-phenyl]-buta-1,3-dienyl}-benzonitrile (906357-00-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 12h;

DOI:10.1021/ja061575k

Reference yield:

1-(para-cyanophenyl)-4-(para-methoxyphenyl)-buta-1E,3E-diene (136795-67-0) → 4-{(1E,3E)-4-[4-(11-Hydroxy-undecyloxy)-phenyl]-buta-1,3-dienyl}-benzonitrile (906357-00-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / boron tribromide / CH₂Cl₂ / 3 h / 20 °C

2: 60 percent / K₂CO₃ / dimethylformamide / 12 h / 100 °C

With boron tribromide; potassium carbonate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja061575k

Reference yield: 50.0%

4-{(1E,3E)-4-[4-(11-Hydroxy-undecyloxy)-phenyl]-buta-1,3-dienyl}-benzonitrile (906357-00-4) + Cholesteryl chloroformate (7144-08-3) → Carbonic acid 11-{4-[(1E,3E)-4-(4-cyano-phenyl)-buta-1,3-dienyl]-phenoxy}-undecyl ester (3S,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester

Guidance literature:

With pyridine; In benzene; at 80 ℃; for 24h;

DOI:10.1021/ja061575k

upstream raw materials:

(1E,3E)-1-(4-cyanophenyl)-4-(4-hydroxyphenyl)-1,3-butadiene

1-Bromo-11-hydroxyundecane

1-(para-cyanophenyl)-4-(para-methoxyphenyl)-buta-1E,3E-diene

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