ethyl (2R)-2-(4-chloro-2-methylphenoxy)propanoate

Base Information

• Chemical Name: ethyl (2R)-2-(4-chloro-2-methylphenoxy)propanoate
• CAS No.: 66513-22-2
• Molecular Formula: C12H15ClO3
• Molecular Weight: 242.702
• DSSTox Substance ID: DTXSID20471793
• Nikkaji Number: J365.298J
• Wikidata: Q82300451
• Mol file: 66513-22-2.mol

Synonyms:CTK1H9891;66513-22-2;SCHEMBL21056076;DTXSID20471793

Chemical Property of ethyl (2R)-2-(4-chloro-2-methylphenoxy)propanoate

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 242.0709720
• Heavy Atom Count: 16
• Complexity: 232

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C)OC1=C(C=C(C=C1)Cl)C
• Isomeric SMILES: CCOC(=O)[C@@H](C)OC1=C(C=C(C=C1)Cl)C

Technology Process of ethyl (2R)-2-(4-chloro-2-methylphenoxy)propanoate

There total 4 articles about ethyl (2R)-2-(4-chloro-2-methylphenoxy)propanoate 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: 93.0%

2-methyl-4-chlorophenol (1570-64-5) + ethyl (S)-2-[[(4-methylphenyl)sulfonyl]oxy]propanoate (57057-80-4) → (R)-2-(4-chloro-2-methylphenoxy)propionic acid ethyl ester (66513-22-2,40390-11-2)

Guidance literature:

With potassium carbonate; In cyclohexane; for 17h; Heating / reflux;

Reference yield: 77.0%

(S)-Ethyl lactate (687-47-8) + 2-methyl-4-chlorophenol (1570-64-5) → (R)-2-(4-chloro-2-methylphenoxy)propionic acid ethyl ester (66513-22-2,40390-11-2)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1016/S0014-827X(01)01041-2

Reference yield: 76.0%

2-methyl-4-chlorophenol (1570-64-5) + ethyl (S)-2-(p-toluenesulfonyl)propionate → (R)-2-(4-chloro-2-methylphenoxy)propionic acid ethyl ester (66513-22-2,40390-11-2)

Guidance literature:

With sodium hydroxide; In N,N-dimethyl-formamide; Industrial scale;

upstream raw materials:

(S)-Ethyl lactate

2-methyl-4-chlorophenol

ethyl (S)-2-[[(4-methylphenyl)sulfonyl]oxy]propanoate

Downstream raw materials:

(R)-2-(4-chloro-2-methylphenoxy)propionic acid octyl ester

(R)-Mecoprop