(-)-menthyl 2-(trifluoromethyl)propenate

Base Information

• Chemical Name: (-)-menthyl 2-(trifluoromethyl)propenate
• CAS No.: 115630-65-4
• Molecular Formula: C₁₄H₂₁F₃O₂
• Molecular Weight: 278.315
• Mol file: 115630-65-4.mol

Synonyms:(-)-menthyl 2-(trifluoromethyl)propenate

Chemical Property of (-)-menthyl 2-(trifluoromethyl)propenate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-menthyl 2-(trifluoromethyl)propenate

There total 2 articles about (-)-menthyl 2-(trifluoromethyl)propenate 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: 90.4%

1,2-Dibromo-3,3,3-trifluoropropane (431-21-0) + carbon monoxide (201230-82-2) + (-)-menthol (2216-51-5) → 3-(1-menthyloxy)-2-(trifluoromethyl)propionic acid 1-menthyl ester + (-)-menthyl 2-(trifluoromethyl)propenate (115630-65-4)

Guidance literature:

With lithium carbonate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; at 100 ℃; for 5h; under 7500.75 Torr; Product distribution / selectivity;

Reference yield: 87.0%

(-)-menthol (2216-51-5) + 2-(trifluoromethyl)acrylic chloride (90715-73-4) → (-)-menthyl 2-(trifluoromethyl)propenate (115630-65-4)

Guidance literature:

With pyridine; In dichloromethane; for 12h; Ambient temperature;

DOI:10.1016/S0022-1139(00)82738-4

Reference yield:

(-)-menthyl 2-(trifluoromethyl)propenate (115630-65-4) → 2-Trifluoromethyl-nonanoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (121927-06-8,121927-11-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) CuI, 2.) ClSiMe₃ / 1.) 0 deg C, Et₂O, 2.) 0 deg C, 3 h

2: 49 percent / Bu₄NF, TsOH / tetrahydrofuran / 3 h / Ambient temperature

With copper(l) iodide; chloro-trimethyl-silane; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; In tetrahydrofuran;

DOI:10.1055/s-1988-27653

upstream raw materials:

(-)-menthol

2-(trifluoromethyl)acrylic chloride

1,2-Dibromo-3,3,3-trifluoropropane

carbon monoxide

Downstream raw materials:

2-Difluoromethylene-nonanoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

2-Difluoromethylene-undecanoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

l-Menthyl 2-benzyl-3,3-difluoropropenoate

2-Trifluoromethyl-heptanoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester