Benzoic acid, 2-methoxy-6-(8-pentadecenyl)-, (Z)-

Base Information

• Chemical Name: Benzoic acid, 2-methoxy-6-(8-pentadecenyl)-, (Z)-
• CAS No.: 114802-13-0
• Molecular Formula: C23H36O3
• Molecular Weight: 360.537
• Mol file: 114802-13-0.mol

Synonyms:

Chemical Property of Benzoic acid, 2-methoxy-6-(8-pentadecenyl)-, (Z)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid, 2-methoxy-6-(8-pentadecenyl)-, (Z)-

There total 19 articles about Benzoic acid, 2-methoxy-6-(8-pentadecenyl)-, (Z)- 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: 97.0%

2-Methoxy-6-(8-pentadecynyl)benzoic acid (173473-52-4) → 2-methoxy-6-(8-pentadecenyl)benzoic acid (114802-13-0)

Guidance literature:

With quinoline; hydrogen; Lindlar's catalyst; In cyclohexane; under 750.06 Torr;

Reference yield: 97.0%

ethyl 2-methoxy-6-[8(Z)-pentadecenyl]benzoate (114802-12-9) → 2-methoxy-6-(8-pentadecenyl)benzoic acid (114802-13-0)

Guidance literature:

With sodium hydroxide; In dimethyl sulfoxide; for 24h; Heating;

DOI:10.1016/S0040-4020(01)81629-X

Reference yield:

1,7-heptandiol (629-30-1) → 2-methoxy-6-(8-pentadecenyl)benzoic acid (114802-13-0)

Guidance literature:

Multi-step reaction with 8 steps

1: p-toluenesulfonic acid / CH₂Cl₂ / 1.5 h

2: 1.) DMSO; 2.) oxalyl chloride, triethylamine / 1.) CH₂Cl₂, -50 deg C, 5 min; 2.) CH₂Cl₂, -50 deg C 20 min, rt

3: potassium t-butoxide / 1.) THF-HMPA, -60 deg C, 30 min; 2.) -20 deg C 5 min, rt overnight

4: 95 percent / p-toluenesulfonic acid / methanol / 2 h / Ambient temperature

5: hydrogen / Pt-C / ethyl acetate

6: 1.) DMSO; 2.) oxalyl chloride, triethylamine / 1.) CH₂Cl₂, -78 deg C, 5 min; 2.) CH₂Cl, -78 deg C 5 min, rt

7: 1.) n-butyllithium / 1.) THF-hexane, 0 deg C 30 min; 2.) THF-hexane, -30 deg C 40 min, rt

8: 97 percent / NaOH / dimethylsulfoxide / 24 h / Heating

With sodium hydroxide; n-butyllithium; oxalyl dichloride; potassium tert-butylate; hydrogen; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; platinum on activated charcoal; In methanol; dichloromethane; dimethyl sulfoxide; ethyl acetate;

DOI:10.1016/S0040-4020(01)81629-X

upstream raw materials:

ethyl 2-methoxy-6-[8(Z)-pentadecenyl]benzoate

2-Methoxy-6-(8-pentadecynyl)benzoic acid

9-(2-tetrahydropyranyloxy)-1-nonyne

8-nonyn-1-ol

Downstream raw materials:

6-(8-pentadecenyl)salicylic acid

Refernces

• 1、 Yamagiwa, Yoshiro,Ohashi, Kinji,Sakamoto, Yoshitaka,Hirakawa, Shinji,Kamikawa, Tadao,Kubo, Isao. "SYNTHESES OF ANACARDIC ACIDS AND GINKGOIC ACID". . p. 3387 - 3394. Retrieved 2007/10/02.