1,4-dimethyl-5-<3-<<(o-bromophenyl)dimethylsilyl>oxy>propyl>-5-(4-methyl-3-pentenyl)-1,3-cyclopentadiene

Base Information

• Chemical Name: 1,4-dimethyl-5-<3-<<(o-bromophenyl)dimethylsilyl>oxy>propyl>-5-(4-methyl-3-pentenyl)-1,3-cyclopentadiene
• CAS No.: 130350-85-5
• Molecular Formula: C₂₄H₃₅BrOSi
• Molecular Weight: 447.531
• Mol file: 130350-85-5.mol

Synonyms:1,4-dimethyl-5-<3-<<(o-bromophenyl)dimethylsilyl>oxy>propyl>-5-(4-methyl-3-pentenyl)-1,3-cyclopentadiene

Chemical Property of 1,4-dimethyl-5-<3-<<(o-bromophenyl)dimethylsilyl>oxy>propyl>-5-(4-methyl-3-pentenyl)-1,3-cyclopentadiene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,4-dimethyl-5-<3-<<(o-bromophenyl)dimethylsilyl>oxy>propyl>-5-(4-methyl-3-pentenyl)-1,3-cyclopentadiene

There total 4 articles about 1,4-dimethyl-5-<3-<<(o-bromophenyl)dimethylsilyl>oxy>propyl>-5-(4-methyl-3-pentenyl)-1,3-cyclopentadiene 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: 70.0%

(o-bromophenyl)dimethylsilyl chloride (130350-97-9) + 1,4-dimethyl-5-(3-hydroxypropyl)-5-(4-methyl-3-pentenyl)-1,3-cyclopentadiene (130350-80-0) → 1,4-dimethyl-5-<3-<<(o-bromophenyl)dimethylsilyl>oxy>propyl>-5-(4-methyl-3-pentenyl)-1,3-cyclopentadiene (130350-85-5)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 0 - 20 ℃; for 16.5h;

DOI:10.1021/ja00181a033

Reference yield:

1,4-dimethyl-5-<3-<(tert-butyldimethylsilyl)oxy>propyl>-5-(3-hydroxypropyl)-1,3-cyclopentadiene (130350-78-6) → 1,4-dimethyl-5-<3-<<(o-bromophenyl)dimethylsilyl>oxy>propyl>-5-(4-methyl-3-pentenyl)-1,3-cyclopentadiene (130350-85-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) DMSO, oxalyl chloride, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 20 min

2: 76 percent / toluene; hexane / 1.) from -78 deg C to RT, 1 h, 2.) RT, 1.75 h

3: 94 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 17 h

4: 70 percent / imidazole / CH₂Cl₂ / 16.5 h / 0 - 20 °C

With 1H-imidazole; oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; toluene;

DOI:10.1021/ja00181a033

Reference yield:

1,4-dimethyl-5-<3-<(tert-butyldimethylsilyl)oxy>propyl>-5-(4-methyl-3-pentenyl)-1,3-cyclopentadiene (130350-79-7) → 1,4-dimethyl-5-<3-<<(o-bromophenyl)dimethylsilyl>oxy>propyl>-5-(4-methyl-3-pentenyl)-1,3-cyclopentadiene (130350-85-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 17 h

2: 70 percent / imidazole / CH₂Cl₂ / 16.5 h / 0 - 20 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja00181a033

upstream raw materials:

(o-bromophenyl)dimethylsilyl chloride

1,4-dimethyl-5-(3-hydroxypropyl)-5-(4-methyl-3-pentenyl)-1,3-cyclopentadiene

1,4-dimethyl-5-<3-<(tert-butyldimethylsilyl)oxy>propyl>-5-(3-hydroxypropyl)-1,3-cyclopentadiene

3-{1-[3-(tert-Butyl-dimethyl-silanyloxy)-propyl]-2,5-dimethyl-cyclopenta-2,4-dienyl}-propionaldehyde