(Z)-3-(5-Phenyl-pent-4-ynyl)-hex-2-enedial

Base Information

• Chemical Name: (Z)-3-(5-Phenyl-pent-4-ynyl)-hex-2-enedial
• CAS No.: 626249-52-3
• Molecular Formula: C₁₇H₁₈O₂
• Molecular Weight: 254.329
• Mol file: 626249-52-3.mol

Synonyms:(Z)-3-(5-Phenyl-pent-4-ynyl)-hex-2-enedial

Chemical Property of (Z)-3-(5-Phenyl-pent-4-ynyl)-hex-2-enedial

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-3-(5-Phenyl-pent-4-ynyl)-hex-2-enedial

There total 9 articles about (Z)-3-(5-Phenyl-pent-4-ynyl)-hex-2-enedial 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: 99.0%

3-(5-phenylpent-4-ynyl)hex-2-ene-1,6-diol (626249-51-2) → (Z)-3-(5-Phenyl-pent-4-ynyl)-hex-2-enedial (626249-52-3)

Guidance literature:

With dipyridinium dichromate; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/ja037423w

Reference yield:

iodobenzene (591-50-4) → (Z)-3-(5-Phenyl-pent-4-ynyl)-hex-2-enedial (626249-52-3)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 98 percent / CuI; iPr₂NH; Pd(Ph₃)4 / tetrahydrofuran / 20 °C

2.1: 95 percent / PCC / CH₂Cl₂ / 5 h / 35 °C

3.1: 98 percent / hexane; diethyl ether / 2 h / -40 - 20 °C

4.1: 77 percent / dimethylsulfoxide; oxalyl chloride; Et₃N / CH₂Cl₂ / -78 - 20 °C

5.1: NaH / tetrahydrofuran / -78 - 20 °C

5.2: 82 percent / tetrahydrofuran / -78 - 65 °C

6.1: DIBALH / CH₂Cl₂; hexane / 3 h / -40 °C

7.1: TBAF / tetrahydrofuran / 1 h / 0 °C

8.1: 99 percent / PDC / CH₂Cl₂ / 2 h / 20 °C

With copper(l) iodide; dipyridinium dichromate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; diisopropylamine; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; 4.1: Swern oxidation;

DOI:10.1021/ja037423w

Reference yield:

5-hexyl-1-ol (928-90-5) → (Z)-3-(5-Phenyl-pent-4-ynyl)-hex-2-enedial (626249-52-3)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 98 percent / CuI; iPr₂NH; Pd(Ph₃)4 / tetrahydrofuran / 20 °C

2.1: 95 percent / PCC / CH₂Cl₂ / 5 h / 35 °C

3.1: 98 percent / hexane; diethyl ether / 2 h / -40 - 20 °C

4.1: 77 percent / dimethylsulfoxide; oxalyl chloride; Et₃N / CH₂Cl₂ / -78 - 20 °C

5.1: NaH / tetrahydrofuran / -78 - 20 °C

5.2: 82 percent / tetrahydrofuran / -78 - 65 °C

6.1: DIBALH / CH₂Cl₂; hexane / 3 h / -40 °C

7.1: TBAF / tetrahydrofuran / 1 h / 0 °C

8.1: 99 percent / PDC / CH₂Cl₂ / 2 h / 20 °C

With copper(l) iodide; dipyridinium dichromate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; diisopropylamine; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; 4.1: Swern oxidation;

DOI:10.1021/ja037423w

upstream raw materials:

3-(5-phenylpent-4-ynyl)hex-2-ene-1,6-diol

iodobenzene

5-hexyl-1-ol

6-phenylhex-5-yn-1-al