Benzoic acid (E)-1-(7-carboxy-heptyl)-dec-2-en-4-ynyl ester

Base Information

• Chemical Name: Benzoic acid (E)-1-(7-carboxy-heptyl)-dec-2-en-4-ynyl ester
• CAS No.: 96700-39-9
• Molecular Formula: C₂₅H₃₄O₄
• Molecular Weight: 398.543
• Mol file: 96700-39-9.mol

Synonyms:Benzoic acid (E)-1-(7-carboxy-heptyl)-dec-2-en-4-ynyl ester

Chemical Property of Benzoic acid (E)-1-(7-carboxy-heptyl)-dec-2-en-4-ynyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid (E)-1-(7-carboxy-heptyl)-dec-2-en-4-ynyl ester

There total 11 articles about Benzoic acid (E)-1-(7-carboxy-heptyl)-dec-2-en-4-ynyl 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:

(E)-9-benzoyloxy octadec-10-en-12-yn-1-ol (96700-38-8) → Benzoic acid (E)-1-(7-carboxy-heptyl)-dec-2-en-4-ynyl ester (96700-39-9)

Guidance literature:

With potassium hydroxide; dipyridinium dichromate; silver nitrate; Yield given. Multistep reaction; 1.) CH₂Cl₂, 25 deg C, 4 h, 2.) H₂O, 3 h;

DOI:10.1016/S0040-4039(00)61912-3

Reference yield:

(E)-2-penten-4-yn-1-ol (35042-52-5) → Benzoic acid (E)-1-(7-carboxy-heptyl)-dec-2-en-4-ynyl ester (96700-39-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 68 percent / LiNH₂ / liquid ammonia; tetrahydrofuran / 4 h / -33 °C

2: 85 percent / MnO₂ / CHCl₃ / 4 h / Ambient temperature

3: 1.) Mg / 1.) THF/ether, reflux, 4 h; 2.) THF/ether, 6 h, r.t.

4: 83 percent / pyridine / Ambient temperature

5: 75 percent / PPTS / ethanol / 2 h / 55 °C

6: 71 percent / pyridinium dichromate / CH₂Cl₂ / 6 h / Ambient temperature

7: AgNO₃, KOH / ethanol; H₂O / Ambient temperature

With pyridine; manganese(IV) oxide; potassium hydroxide; dipyridinium dichromate; lithium amide; pyridinium p-toluenesulfonate; silver nitrate; magnesium; In tetrahydrofuran; ethanol; dichloromethane; chloroform; ammonia; water;

DOI:10.1016/S0040-4020(01)87295-1

Reference yield:

(E)-dec-2-en-4-yl-1-ol (16195-87-2) → Benzoic acid (E)-1-(7-carboxy-heptyl)-dec-2-en-4-ynyl ester (96700-39-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 85 percent / MnO₂ / CHCl₃ / 4 h / Ambient temperature

2: 1.) Mg / 1.) THF/ether, reflux, 4 h; 2.) THF/ether, 6 h, r.t.

3: 83 percent / pyridine / Ambient temperature

4: 75 percent / PPTS / ethanol / 2 h / 55 °C

5: 71 percent / pyridinium dichromate / CH₂Cl₂ / 6 h / Ambient temperature

6: AgNO₃, KOH / ethanol; H₂O / Ambient temperature

With pyridine; manganese(IV) oxide; potassium hydroxide; dipyridinium dichromate; pyridinium p-toluenesulfonate; silver nitrate; magnesium; In ethanol; dichloromethane; chloroform; water;

DOI:10.1016/S0040-4020(01)87295-1

upstream raw materials:

(E)-9-benzoyloxy octadec-10-en-12-yn-1-ol

(E)-9-benzoyloxy octadec-10-en-12-yn-1-al

2-(8-bromooctyloxy)tetrahydropyran

1,8-Octanediol

Downstream raw materials:

methyl (E)-9-benzoyloxy-10-en-12-yn-octadeca dienoate

benzoate of 9-hydroxy-(E)-10-(Z)-12-octadecadienoic acid methy ester

Refernces

• 1、 Rao, A. V. Rama,Reddy, E. Rajarathnam,Sharma, G. V. M.,Yadagiri, P.,Yadav, J. S.. "A STEREOSELECTIVE SYNTHESIS OF CORIOLIC ACID AND DIMORPHECOLIC ACID". . p. 465 - 468. Retrieved 2007/10/02.