ethyl (R,S)-10-methyloctadecanoate

Base Information

• Chemical Name: ethyl (R,S)-10-methyloctadecanoate
• CAS No.: 158648-65-8
• Molecular Formula: C₂₁H₄₂O₂
• Molecular Weight: 326.563
• Mol file: 158648-65-8.mol

Synonyms:ethyl (R,S)-10-methyloctadecanoate

Chemical Property of ethyl (R,S)-10-methyloctadecanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (R,S)-10-methyloctadecanoate

There total 20 articles about ethyl (R,S)-10-methyloctadecanoate 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: 84.0%

10-Methyl-octadecanoic acid (542-47-2,80508-15-2) + ethyl iodide (75-03-6) → ethyl (R,S)-10-methyloctadecanoate (158648-65-8,55334-35-5)

Guidance literature:

With tetra(n-butyl)ammonium hydroxide; In dichloromethane; for 16h;

DOI:10.1016/0009-3084(94)90067-1

Reference yield:

1,6-hexanediol (629-11-8) → ethyl (R,S)-10-methyloctadecanoate (158648-65-8,55334-35-5)

Guidance literature:

Multi-step reaction with 9 steps

1: 48 percent / iron (III) sulphate on silica gel / hexane / 1.42 h / 45 °C

2: 84 percent / pyridine / CH₂Cl₂ / 16 h / Ambient temperature

3: 46 percent / I₂, 1,2-bis(diphenylphosphino)ethane / CH₂Cl₂ / 4 h / Ambient temperature

4: 34 percent / dimethylsulfoxide / 2 h / Ambient temperature

5: 79 percent / trifluoroacetic acid, H₂O / CH₂Cl₂

6: 1.) n-BuLi, 2.) HMPA / 1.) THF, hexane, 0 deg C, 10 min, 2.) THF, hexane, 0 deg C, 1.5 h

7: 88 percent / H₂ / 10percent Pd/C / diethyl ether / 16 h

8: 44 percent / molecular sieves 4 A, pyridinum dichromate / dimethylformamide / 120 h / Ambient temperature

9: 84 percent / 10percent aq. tetrabutylammonium hydroxide / CH₂Cl₂ / 16 h

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; dipyridinium dichromate; n-butyllithium; 4 A molecular sieve; tetra(n-butyl)ammonium hydroxide; water; hydrogen; iodine; trifluoroacetic acid; 1,2-bis-(diphenylphosphino)ethane; iron(III) sulfate; palladium on activated charcoal; In diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1016/0009-3084(94)90067-1

Reference yield:

2-methyldecan-1-ol (18675-24-6) → ethyl (R,S)-10-methyloctadecanoate (158648-65-8,55334-35-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 60 percent / I₂, chlorodiphenylphosphine, imidazole / toluene / 3 h / 70 °C

2: 1.) n-BuLi, 2.) HMPA / 1.) THF, hexane, from -78 deg C to RT, 1 h, 2.) THF, hexane, form -78 deg C to RT, 4 h

3: 68 percent / methanolic para-toluenesulfonic acid / toluene / 144 h

4: 88 percent / H₂ / 10percent Pd/C / diethyl ether / 16 h

5: 44 percent / molecular sieves 4 A, pyridinum dichromate / dimethylformamide / 120 h / Ambient temperature

6: 84 percent / 10percent aq. tetrabutylammonium hydroxide / CH₂Cl₂ / 16 h

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; dipyridinium dichromate; n-butyllithium; 4 A molecular sieve; tetra(n-butyl)ammonium hydroxide; hydrogen; iodine; toluene-4-sulfonic acid; chloro-diphenylphosphine; palladium on activated charcoal; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1016/0009-3084(94)90067-1

upstream raw materials:

10-Methyl-octadecanoic acid

ethyl iodide

hydrogenchloride

10-methyl-9-oxo-octadecanoic acid ethyl ester

Downstream raw materials:

10-Methyl-octadecanoic acid

Refernces