(1S)-2,2-Dichloro-1-(4-ethoxyphenyl)cyclopropane-1-carboxylic acid

Base Information

• Chemical Name: (1S)-2,2-Dichloro-1-(4-ethoxyphenyl)cyclopropane-1-carboxylic acid
• CAS No.: 63935-60-4
• Molecular Formula: C12H12Cl2O3
• Molecular Weight: 275.131
• DSSTox Substance ID: DTXSID50544267
• Nikkaji Number: J434.989J
• Wikidata: Q82421340
• Mol file: 63935-60-4.mol

Synonyms:63935-60-4;(1S)-2,2-Dichloro-1-(4-ethoxyphenyl)cyclopropane-1-carboxylic acid;SCHEMBL2357783;DTXSID50544267

Chemical Property of (1S)-2,2-Dichloro-1-(4-ethoxyphenyl)cyclopropane-1-carboxylic acid

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 274.0163496
• Heavy Atom Count: 17
• Complexity: 311

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC=C(C=C1)C2(CC2(Cl)Cl)C(=O)O
• Isomeric SMILES: CCOC1=CC=C(C=C1)[C@@]2(CC2(Cl)Cl)C(=O)O

Technology Process of (1S)-2,2-Dichloro-1-(4-ethoxyphenyl)cyclopropane-1-carboxylic acid

There total 6 articles about (1S)-2,2-Dichloro-1-(4-ethoxyphenyl)cyclopropane-1-carboxylic acid 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: 94.0%

(1S)-[(R)-2'-methoxy-1,1'-binaphth-2-yl] 1-(4-ethoxyphenyl)-2,2-dichlorocyclopropanecarboxylate → (+)-(S)-2,2-dichloro-1-(4-ethoxyphenyl)cyclopropanecarboxylic acid (63935-60-4,63935-26-2)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; water; at 60 - 65 ℃; for 7h;

DOI:10.1039/b714614k

Reference yield:

1-(4'-ethoxyphenyl)-2,2-dichlorocyclopropane-1-carboxylic acid (104023-75-8,63935-26-2) → (+)-(S)-2,2-dichloro-1-(4-ethoxyphenyl)cyclopropanecarboxylic acid (63935-60-4,63935-26-2)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / Heating

2: pyridine / tetrahydrofuran

3: 10percent aq. NaOH / methanol / Ambient temperature

With pyridine; sodium hydroxide; thionyl chloride; In tetrahydrofuran; methanol;

Reference yield:

1-(4-ethoxyphenyl)-2,2-dichlorocyclopropane-1-carboxylic acid chloride (91852-63-0) → (+)-(S)-2,2-dichloro-1-(4-ethoxyphenyl)cyclopropanecarboxylic acid (63935-60-4,63935-26-2)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / tetrahydrofuran

2: 10percent aq. NaOH / methanol / Ambient temperature

With pyridine; sodium hydroxide; In tetrahydrofuran; methanol;

upstream raw materials:

(S)-2,2-Dichloro-1-(4-ethoxy-phenyl)-cyclopropanecarboxylic acid (3aR,4R,6aR)-2,2-dimethyl-6-oxo-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester

1-(4'-ethoxyphenyl)-2,2-dichlorocyclopropane-1-carboxylic acid

1-(4-ethoxyphenyl)-2,2-dichlorocyclopropane-1-carboxylic acid chloride

Downstream raw materials:

(S)-fencyclate