rac-2-chloro-1-(2,4-dichlorophenyl)ethyl acetate

Base Information

• Chemical Name: rac-2-chloro-1-(2,4-dichlorophenyl)ethyl acetate
• CAS No.: 53066-16-3
• Molecular Formula: C₁₀H₉Cl₃O₂
• Molecular Weight: 267.539
• Mol file: 53066-16-3.mol

Synonyms:rac-2-chloro-1-(2,4-dichlorophenyl)ethyl acetate

Chemical Property of rac-2-chloro-1-(2,4-dichlorophenyl)ethyl acetate

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of rac-2-chloro-1-(2,4-dichlorophenyl)ethyl acetate

There total 2 articles about rac-2-chloro-1-(2,4-dichlorophenyl)ethyl acetate 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: 96.0%

α-(chloromethyl)-2,4-dichlorobenzyl alcohol (13692-14-3,114446-57-0) + acetic anhydride (108-24-7) → rac-2-chloro-1-(2,4-dichlorophenyl)ethyl acetate (53066-16-3)

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 3h; Inert atmosphere;

DOI:10.1021/jo102459w

Reference yield:

2,2',4'-trichloroacetophenone (4252-78-2) → rac-2-chloro-1-(2,4-dichlorophenyl)ethyl acetate (53066-16-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate / methanol / 1.5 h / 0 - 20 °C / Inert atmosphere

2: dmap; triethylamine / dichloromethane / 3 h / Inert atmosphere

With dmap; sodium tetrahydroborate; triethylamine; In methanol; dichloromethane;

DOI:10.1021/jo102459w

Reference yield: 46.5%

rac-2-chloro-1-(2,4-dichlorophenyl)ethyl acetate (53066-16-3) → (S)-2-chloro-1-(2',4'-dichlorophenyl)-1-ethanol (114446-57-0) + 2-chloro-1-(2,4-dichlorophenyl)ethyl acetate

Guidance literature:

With candida antarctica lipase type B immobilized on acrylic resin; In aq. phosphate buffer; at 45 ℃; for 0.25h; pH=7; Reagent/catalyst; Temperature; Time; enantioselective reaction; Catalytic behavior; Resolution of racemate; Enzymatic reaction;

DOI:10.1002/ejoc.201800250

upstream raw materials:

α-(chloromethyl)-2,4-dichlorobenzyl alcohol

acetic anhydride

2,2',4'-trichloroacetophenone

Downstream raw materials:

(S)-2-chloro-1-(2',4'-dichlorophenyl)-1-ethanol

(R)-2-chloro-1-(2',4'-dichlorophenyl)-1-ethanol

[(4R)-4-(2,4-dichlorophenyl)-1,3-dithiolan-2-ylidene]-2-(1H-imidazol-1-yl)acetonitrile

luliconazole

Refernces

• 1、 Fonseca, Thiago de S.,Lima, Lara D.,de Oliveira, Maria da C. F.,de Lemos, Telma L. G.,Zampieri, Davila,Molinari, Francesco,de Mattos, Marcos C.. "Chemoenzymatic Synthesis of Luliconazole Mediated by Lipases". . p. 2110 - 2116. Retrieved 2018/05/31.