(E)-2-((E)-5-Phenyl-pent-4-enyl)-7-p-tolyl-hept-6-enoyl chloride

Base Information

• Chemical Name: (E)-2-((E)-5-Phenyl-pent-4-enyl)-7-p-tolyl-hept-6-enoyl chloride
• CAS No.: 1027256-77-4
• Molecular Formula: C₂₅H₂₉ClO
• Molecular Weight: 380.958
• Mol file: 1027256-77-4.mol

Synonyms:(E)-2-((E)-5-Phenyl-pent-4-enyl)-7-p-tolyl-hept-6-enoyl chloride

Chemical Property of (E)-2-((E)-5-Phenyl-pent-4-enyl)-7-p-tolyl-hept-6-enoyl chloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2-((E)-5-Phenyl-pent-4-enyl)-7-p-tolyl-hept-6-enoyl chloride

There total 12 articles about (E)-2-((E)-5-Phenyl-pent-4-enyl)-7-p-tolyl-hept-6-enoyl chloride 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:

(6E)-2-[(4E)-5-phenylpent-4-enyl]-7-(p-tolyl)hept-6-enoic acid (824431-52-9) → (E)-2-((E)-5-Phenyl-pent-4-enyl)-7-p-tolyl-hept-6-enoyl chloride (1027256-77-4)

Guidance literature:

With oxalyl dichloride; In toluene; at 120 ℃; for 2h;

DOI:10.1021/jo0483466

Reference yield:

4-tolyl iodide (624-31-7) → (E)-2-((E)-5-Phenyl-pent-4-enyl)-7-p-tolyl-hept-6-enoyl chloride (1027256-77-4)

Guidance literature:

Multi-step reaction with 6 steps

1: PPh₃; NaOH / palladium(II) acetate / tetrahydrofuran / Heating

2: 2.06 g / hydrochloric acid / tetrahydrofuran / 4 h / 20 °C

3: 82 percent / I₂; PPh₃; imidazole / CH₂Cl₂ / 0 - 20 °C

4: 80 percent / cesium carbonate / acetonitrile / 72 h / 20 °C

5: 70 percent / H₂O / tetrahydrofuran / 4 h / 165 °C / microwave irradiation

6: oxalyl chloride / toluene / 2 h / 120 °C

With 1H-imidazole; hydrogenchloride; sodium hydroxide; oxalyl dichloride; water; iodine; caesium carbonate; triphenylphosphine; palladium diacetate; In tetrahydrofuran; dichloromethane; toluene; acetonitrile; 1: Suzuki coupling;

DOI:10.1021/jo0483466

Reference yield:

(E)-3-phenylpropenal (14371-10-9) → (E)-2-((E)-5-Phenyl-pent-4-enyl)-7-p-tolyl-hept-6-enoyl chloride (1027256-77-4)

Guidance literature:

Multi-step reaction with 8 steps

1: 71 percent / BH₃*HNMe₂ / methanol / 3 h / 20 °C

2: 90 percent / 1.5 h / 170 °C / microwave irradiation

3: 100 percent / DIBALH / tetrahydrofuran; CH₂Cl₂ / 4 h / -78 °C

4: 87 percent / DMSO; oxalyl chloride; triethylamine / CH₂Cl₂ / 5.25 h / -78 - 20 °C

5: 49 percent / BH₃*HNMe₂ / methanol / 3 h / 20 °C

6: 80 percent / cesium carbonate / acetonitrile / 72 h / 20 °C

7: 70 percent / H₂O / tetrahydrofuran / 4 h / 165 °C / microwave irradiation

8: oxalyl chloride / toluene / 2 h / 120 °C

With oxalyl dichloride; dimethylamine borane; water; diisobutylaluminium hydride; caesium carbonate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; toluene; acetonitrile; 1: Knoevenagel condensation / 4: Swern oxidation / 5: Knoevenagel condensation;

DOI:10.1021/jo0483466

upstream raw materials:

(6E)-2-[(4E)-5-phenylpent-4-enyl]-7-(p-tolyl)hept-6-enoic acid

(E)-3-phenylpropenal

(E)-2,2-dimethyl-5-(3-phenylallyl)-1,3-dioxane-4,6-dione

(E)-ethyl 5-phenylpent-4-enoate