Toluene-4-sulfonic acid (4E,8E)-1-(2-[1,3]dioxolan-2-yl-ethyl)-trideca-4,8-dienyl ester

Base Information

• Chemical Name: Toluene-4-sulfonic acid (4E,8E)-1-(2-[1,3]dioxolan-2-yl-ethyl)-trideca-4,8-dienyl ester
• CAS No.: 131392-71-7
• Molecular Formula: C₂₅H₃₈O₅S
• Molecular Weight: 450.64
• Mol file: 131392-71-7.mol

Synonyms:

Chemical Property of Toluene-4-sulfonic acid (4E,8E)-1-(2-[1,3]dioxolan-2-yl-ethyl)-trideca-4,8-dienyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Toluene-4-sulfonic acid (4E,8E)-1-(2-[1,3]dioxolan-2-yl-ethyl)-trideca-4,8-dienyl ester

There total 18 articles about Toluene-4-sulfonic acid (4E,8E)-1-(2-[1,3]dioxolan-2-yl-ethyl)-trideca-4,8-dienyl ester 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:

(1E,5E,9Z)-cyclododeca-1,5,9-triene (706-31-0) → Toluene-4-sulfonic acid (4E,8E)-1-(2-[1,3]dioxolan-2-yl-ethyl)-trideca-4,8-dienyl ester (113477-16-0,131392-71-7)

Guidance literature:

Multi-step reaction with 8 steps

1: 1.) O₃/O₂, 2.) NaOAc, AcOH, Ac₂O / 1.) AcOH, cyclohexane, 5 deg C, 2.) from 30 to 40 deg C, 1.5 h

2: p-toluenesulfonic acid / 24 h / Ambient temperature

3: 90 percent / diisobutylaluminium hydride / diethyl ether; toluene / 1.5 h / -10 °C

4: 100 percent / pyridine / 20 h / 0 °C

5: 1.) CuI / 1.) Et₂O, -5 deg C, 40 min, 2.) Et₂O, from -5 to 0 deg C, 15 h

6: 95 percent / 10percent aq. HCl / acetone / 6 h

7: 1.) Mg / 1.) THF, 2.) THF, RT, 3 h

8: pyridine / 20 h / 0 °C

With pyridine; hydrogenchloride; copper(l) iodide; oxygen; sodium acetate; acetic anhydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; ozone; magnesium; acetic acid; In diethyl ether; acetone; toluene;

Reference yield:

(4E/Z,8Z/E)-1,1-dimethoxy-4,8-tridecadiene (113477-13-7,131392-53-5,131392-64-8,131392-65-9) → Toluene-4-sulfonic acid (4E,8E)-1-(2-[1,3]dioxolan-2-yl-ethyl)-trideca-4,8-dienyl ester (113477-16-0,131392-71-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / 10percent aq. HCl / acetone / 6 h

2: 1.) Mg / 1.) THF, 2.) THF, RT, 3 h

3: pyridine / 20 h / 0 °C

With pyridine; hydrogenchloride; magnesium; In acetone;

Reference yield:

(4E,8E)-1,1-dimethoxy-4,8-tridecadiene (131392-64-8) → Toluene-4-sulfonic acid (4E,8E)-1-(2-[1,3]dioxolan-2-yl-ethyl)-trideca-4,8-dienyl ester (131392-71-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / 10percent aq. HCl / acetone / 6 h

2: 1.) Mg / 1.) THF, 2.) THF, RT, 3 h

3: pyridine / 20 h / 0 °C

With pyridine; hydrogenchloride; magnesium; In acetone;

upstream raw materials:

(6E,10E)-1-[1,3]Dioxolan-2-yl-pentadeca-6,10-dien-3-ol

p-toluenesulfonyl chloride

2-bromo-2-(2-ethyl)dioxolane

(1E,5E,9Z)-cyclododeca-1,5,9-triene

Downstream raw materials:

(7E/Z,11Z/E)-7,11-hexadecadien-1-yl acetate

Refernces