Benzoic acid (E)-12-carboxy-1-pentyl-dodec-2-en-4-ynyl ester

Base Information

• Chemical Name: Benzoic acid (E)-12-carboxy-1-pentyl-dodec-2-en-4-ynyl ester
• CAS No.: 96700-34-4
• Molecular Formula: C₂₅H₃₄O₄
• Molecular Weight: 398.543
• Mol file: 96700-34-4.mol

Synonyms:Benzoic acid (E)-12-carboxy-1-pentyl-dodec-2-en-4-ynyl ester

Chemical Property of Benzoic acid (E)-12-carboxy-1-pentyl-dodec-2-en-4-ynyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid (E)-12-carboxy-1-pentyl-dodec-2-en-4-ynyl ester

There total 11 articles about Benzoic acid (E)-12-carboxy-1-pentyl-dodec-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:

2-dec-9-ynyloxy-tetrahydro-pyran (19754-58-6) → Benzoic acid (E)-12-carboxy-1-pentyl-dodec-2-en-4-ynyl ester (96700-34-4)

Guidance literature:

Multi-step reaction with 8 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

8: AgNO₃, KOH / ethanol; H₂O / 2 h / Ambient temperature

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

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

Reference yield:

9-decyn-1-ol (17643-36-6) → Benzoic acid (E)-12-carboxy-1-pentyl-dodec-2-en-4-ynyl ester (96700-34-4)

Guidance literature:

Multi-step reaction with 9 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

9: AgNO₃, KOH / ethanol; H₂O / 2 h / Ambient temperature

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

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

Reference yield:

(E)-13-benzoyloxy octadec-11-en-9-yn-1-ol (96700-32-2) → Benzoic acid (E)-12-carboxy-1-pentyl-dodec-2-en-4-ynyl ester (96700-34-4)

Guidance literature:

With potassium hydroxide; dipyridinium dichromate; silver nitrate; Yield given. Multistep reaction; 1.) CH₂Cl₂, 2.) H₂O;

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

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