2-Oxotetradecanoic acid methyl ester

Base Information

• Chemical Name: 2-Oxotetradecanoic acid methyl ester
• CAS No.: 55682-82-1
• Molecular Formula: C₁₅H₂₈O₃
• Molecular Weight: 256.386
• Mol file: 55682-82-1.mol

Synonyms:2-Ketomyristic acid methyl ester;2-Oxomyristic acid methyl ester;2-Oxotetradecanoic acid methyl ester

Chemical Property of 2-Oxotetradecanoic acid methyl ester

Chemical Property:

• PSA: 43.37000
• LogP: 4.03950

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Oxotetradecanoic acid methyl ester

There total 6 articles about 2-Oxotetradecanoic acid methyl 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: 71.0%

Dimethyl oxalate (553-90-2) → methyl 2-oxotetradecanoate (55682-82-1)

Guidance literature:

Dimethyl oxalate; dodecylmagnesium halide; In tetrahydrofuran; at -78 ℃; for 1h;

With hydrogenchloride; water; In tetrahydrofuran; at 10 ℃;

DOI:10.1021/acs.joc.5b00241

Reference yield:

2-hydroxytetradecanoic acid methyl ester (56009-40-6,149948-89-0) → methyl 2-oxotetradecanoate (55682-82-1)

Guidance literature:

With jones reagent; In acetone; at 0 - 5 ℃; for 0.75h;

Reference yield:

1-dodecylbromide (143-15-7) → methyl 2-oxotetradecanoate (55682-82-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 93 percent / NaH / tetrahydrofuran; dimethylformamide / 14 h / Ambient temperature

2: 76 percent / NBS / acetone / 0.33 h / 0 - 5 °C

3: LiOH / methanol / 14 h / Ambient temperature

4: diethyl ether / 0.25 h / -5 °C

With lithium hydroxide; N-Bromosuccinimide; sodium hydride; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide; acetone;

DOI:10.1016/0960-894X(96)00290-9

upstream raw materials:

2-hydroxytetradecanoic acid methyl ester

diazomethane

2-oxotetradecanoic acid

1-dodecylbromide

Downstream raw materials:

(R)-methyl 2-hydroxytetradecanoate

Refernces

• 1、 David, Beatrice,Schuber, Francis. "Synthesis of α-difluoro and α-difluoro-β-trifluoroketo-derivatives as potential inhibitors for cholesterol ester hydrolase". . p. 1673 - 1676. Retrieved 2007/10/03.