Ethyl 2-(4-methoxyphenyl)cyclopropanecarboxylate

Base Information

• Chemical Name: Ethyl 2-(4-methoxyphenyl)cyclopropanecarboxylate
• CAS No.: 6142-64-9
• Molecular Formula: C₁₃H₁₆O₃
• Molecular Weight: 220.268
• NSC Number: 55526
• DSSTox Substance ID: DTXSID70976980
• Nikkaji Number: J1.337.217I
• Mol file: 6142-64-9.mol

Synonyms:ethyl 2-(4-methoxyphenyl)cyclopropanecarboxylate;98017-60-8;ethyl 2-(4-methoxyphenyl)cyclopropane-1-carboxylate;ETHYL 2-(4'-METHOXYPHENYL)-1-CYCLOPROPANECARBOXYLATE;6142-64-9;345905-97-7;Ethyl(1S,2S)-2-(4-Methoxyphenyl)cyclopropanecarboxylate;Ethyl (1R,2R)-2-(4-Methoxyphenyl)cyclopropanecarboxylate;NSC55526;ethyl (1S,2S)-2-(4-methoxyphenyl)cyclopropanecarboxylate;SCHEMBL435326;rel-Ethyl (1R,2R)-2-(4-methoxyphenyl)cyclopropane-1-carboxylate;DTXSID70976980;LNIFCHLLDTWCIH-UHFFFAOYSA-N;MFCD02258631;MFCD29925663;MFCD31696300;NSC-55526;AKOS027327746;SY266135;SY266136;CS-0056045;EN300-130250;ethyl2-(4-methoxyphenyl)cyclopropanecarboxylate;AE-848/00900038;Ethyl-2-(4-methoxyphenyl)-cyclopropanecarboxylate;J-520619;Z1010778970

Chemical Property of Ethyl 2-(4-methoxyphenyl)cyclopropanecarboxylate

Chemical Property:

• Vapor Pressure: 0.000643mmHg at 25°C
• Boiling Point: 309.4°Cat760mmHg
• Flash Point: 126.3°C
• Density: 1.126g/cm³
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 220.109944368
• Heavy Atom Count: 16
• Complexity: 244

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1CC1C2=CC=C(C=C2)OC

Technology Process of Ethyl 2-(4-methoxyphenyl)cyclopropanecarboxylate

There total 29 articles about Ethyl 2-(4-methoxyphenyl)cyclopropanecarboxylate 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: 92.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate (24393-56-4) → (1R*,2R*)-ethyl 2-(4-methoxyphenyl)cyclopropanecarboxylate (6142-64-9,67478-53-9,98017-60-8)

Guidance literature:

With palladium diacetate; In diethyl ether; for 1h; Ambient temperature;

DOI:10.1248/cpb.43.2075

Reference yield: 85.0%

1-bromo-4-methoxy-benzene (104-92-7) + potassium (trans-2-(ethoxycarbonyl)cyclopropyl)trifluoroborate → (1R*,2R*)-ethyl 2-(4-methoxyphenyl)cyclopropanecarboxylate (6142-64-9,67478-53-9,98017-60-8)

Guidance literature:

With palladium diacetate; caesium carbonate; catacxium A; In water; toluene; at 110 ℃; for 12h; diastereoselective reaction; Inert atmosphere; Reflux;

DOI:10.1002/adsc.201900879

Reference yield: 79.0%

4-Methoxystyrene (637-69-4,24936-44-5) + glycine ethyl ester hydrochloride (623-33-6) → (1R*,2R*)-ethyl 2-(4-methoxyphenyl)cyclopropanecarboxylate (6142-64-9,67478-53-9,98017-60-8) + ethyl cis-2-(4-methoxyphenyl)cyclopropane-1-carboxylate (6142-64-9,67478-53-9,98017-60-8)

Guidance literature:

With meso-tetraphenylporphyrin iron(III) chloride; acetic acid; sodium nitrite; In water; at 40 ℃; for 14h; optical yield given as %de; diastereoselective reaction;

DOI:10.1021/ol300688p

upstream raw materials:

diazoacetic acid ethyl ester

4-Methoxystyrene

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

(Diethylamino)dimethyloxosulfonium tetrafluoroborate

Downstream raw materials:

(±)-trans-2-(4-methoxyphenyl)cyclopropanecarboxylic acid

(1S*, 2S*)-2-((4-methoxyphenyl)cyclopropyl)methanol

ethyl 4-(4-methoxyphenyl)butanoate

1-acetoxy-1-(4'-methoxyphenyl)but-3-ene