trans-3-tridecenoic acid

Base Information

• Chemical Name: trans-3-tridecenoic acid
• CAS No.: 56749-73-6
• Molecular Formula: C₁₃H₂₄O₂
• Molecular Weight: 212.332
• Mol file: 56749-73-6.mol

Synonyms:trans-3-tridecenoic acid

Chemical Property of trans-3-tridecenoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-3-tridecenoic acid

There total 1 articles about trans-3-tridecenoic acid 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: 72.0%

malonic acid (141-82-2) + undecylaldehyde (112-44-7) → (E)-tridec-2-enoic acid (32466-55-0) + trans-3-tridecenoic acid (56749-73-6)

Guidance literature:

With triethylamine; for 10.5h; Heating;

DOI:10.1016/S0040-4020(98)00688-7

Reference yield:

trans-3-tridecenoic acid (56749-73-6) → (S)-nonacosan-10-ol (2606-50-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 81 percent / camphorsulfonic acid / CHCl₃ / 10 h / Heating

2.1: 88 percent / methanesulfonamide; AD mix α / 2-methyl-propan-2-ol; H2O / 39 h / 0 °C

3.1: 95 percent / NEt₃; methanesulfonyl chloride / CH₂Cl₂ / 1.5 h / 0 °C

4.1: 99 percent / H₂ / Pd/C / ethyl acetate / 60 h / 3000.24 Torr

5.1: dibutyl aluminum / toluene / 2.25 h / -78 °C

5.2: 75 percent / nBuLi / tetrahydrofuran / 36 h

6.1: 100 percent / H₂ / Pd/C / ethyl acetate / 60 h / 3000.24 Torr

With AD-mix-α; methanesulfonamide; camphor-10-sulfonic acid; hydrogen; dibutylaluminum hydride; methanesulfonyl chloride; triethylamine; palladium on activated charcoal; In dichloromethane; chloroform; water; ethyl acetate; toluene; tert-butyl alcohol; 1.1: Esterification / 2.1: Cyclization / 3.1: Elimination / 4.1: Hydrogenation / 5.1: Reduction / 5.2: Wittig olefination / 6.1: Hydrogenation;

DOI:10.1016/S0040-4020(98)00688-7

upstream raw materials:

malonic acid

undecylaldehyde

Downstream raw materials:

(S)-nonacosan-10-ol

Refernces