(E)-13-benzoyloxy octadec-11-en-9-yn-1-al

Base Information

• Chemical Name: (E)-13-benzoyloxy octadec-11-en-9-yn-1-al
• CAS No.: 96700-33-3
• Molecular Formula: C₂₅H₃₄O₃
• Molecular Weight: 382.543
• Mol file: 96700-33-3.mol

Synonyms:(E)-13-benzoyloxy octadec-11-en-9-yn-1-al

Chemical Property of (E)-13-benzoyloxy octadec-11-en-9-yn-1-al

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-13-benzoyloxy octadec-11-en-9-yn-1-al

There total 11 articles about (E)-13-benzoyloxy octadec-11-en-9-yn-1-al 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: 75.0%

(E)-13-benzoyloxy octadec-11-en-9-yn-1-ol (96700-32-2) → (E)-13-benzoyloxy octadec-11-en-9-yn-1-al (96700-33-3)

Guidance literature:

With dipyridinium dichromate; In dichloromethane; for 6h; Ambient temperature;

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

Reference yield:

2-dec-9-ynyloxy-tetrahydro-pyran (19754-58-6) → (E)-13-benzoyloxy octadec-11-en-9-yn-1-al (96700-33-3)

Guidance literature:

Multi-step reaction with 7 steps

1: 80 percent / CuCl, isopropyl amine, NH₂OH*HCl / methanol / 1 h

2: LAH / diethyl ether / 3 h / Ambient temperature

3: 89 percent / MnO₂ / CHCl₃ / 5 h / Ambient temperature

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

5: 85 percent / pyridine / 6 h / Ambient temperature

6: 78 percent / PPTS / ethanol / 2 h / 55 °C

7: 75 percent / pyridinium dichromate / CH₂Cl₂ / 6 h / Ambient temperature

With pyridine; manganese(IV) oxide; lithium aluminium tetrahydride; dipyridinium dichromate; hydroxylamine hydrochloride; pyridinium p-toluenesulfonate; magnesium; isopropylamine; copper(l) chloride; In methanol; diethyl ether; ethanol; dichloromethane; chloroform;

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

Reference yield:

9-decyn-1-ol (17643-36-6) → (E)-13-benzoyloxy octadec-11-en-9-yn-1-al (96700-33-3)

Guidance literature:

Multi-step reaction with 8 steps

1: 85 percent / p-TsOH / CH₂Cl₂ / 6 h / Ambient temperature

2: 80 percent / CuCl, isopropyl amine, NH₂OH*HCl / methanol / 1 h

3: LAH / diethyl ether / 3 h / Ambient temperature

4: 89 percent / MnO₂ / CHCl₃ / 5 h / Ambient temperature

5: 1.) Mg / 1.) ether, r.t., 1 h; 2.) THF/ether, r.t., 1 h

6: 85 percent / pyridine / 6 h / Ambient temperature

7: 78 percent / PPTS / ethanol / 2 h / 55 °C

8: 75 percent / pyridinium dichromate / CH₂Cl₂ / 6 h / Ambient temperature

With pyridine; manganese(IV) oxide; lithium aluminium tetrahydride; dipyridinium dichromate; hydroxylamine hydrochloride; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; magnesium; isopropylamine; copper(l) chloride; In methanol; diethyl ether; ethanol; dichloromethane; chloroform;

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

upstream raw materials:

(E)-13-benzoyloxy octadec-11-en-9-yn-1-ol

2-(8-bromooctyloxy)tetrahydropyran

2-dec-9-ynyloxy-tetrahydro-pyran

1,8-Octanediol

Downstream raw materials:

methyl (E)-13-benzoyloxy-11-en-9-yn-octadecadienoate

benzoate of 13-hydroxy-(Z)-9-(E)-11-octadecadienonic acid methylester

(R,S)-coriolic acid