Ethyl 3-(4-methoxyphenyl)benzoate

Base Information

• Chemical Name: Ethyl 3-(4-methoxyphenyl)benzoate
• CAS No.: 607693-71-0
• Molecular Formula: C16H16O3
• Molecular Weight: 256.3
• DSSTox Substance ID: DTXSID10393031
• Nikkaji Number: J2.247.304B
• Wikidata: Q82191631
• ChEMBL ID: CHEMBL4798173
• Mol file: 607693-71-0.mol

Synonyms:607693-71-0;Ethyl 3-(4-methoxyphenyl)benzoate;ETHYL 4'-METHOXY-3-BIPHENYLCARBOXYLATE;CHEMBL4798173;4'-Methoxy-biphenyl-3-carboxylic acid ethyl ester;ETHYL 4'-METHOXY-[1,1'-BIPHENYL]-3-CARBOXYLATE;SCHEMBL2998008;DTXSID10393031;JDEQDFXAERQEKA-UHFFFAOYSA-N;BDBM50560085;MFCD06261506;AKOS002682983;ethyl 4'-methoxybiphenyl-3-carboxylate;ethyl-4'-methoxy-biphenyl-3-carboxylate;4'-Methoxybiphenyl-3-carboxylic acid ethyl ester

Chemical Property of Ethyl 3-(4-methoxyphenyl)benzoate

Chemical Property:

• PSA: 35.53000
• LogP: 3.53890
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 256.109944368
• Heavy Atom Count: 19
• Complexity: 282

Purity/Quality:

95% ^*data from raw suppliers

4'-Methoxy-biphenyl-3-carboxylicacidethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=CC(=C1)C2=CC=C(C=C2)OC

Technology Process of Ethyl 3-(4-methoxyphenyl)benzoate

There total 2 articles about Ethyl 3-(4-methoxyphenyl)benzoate 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: 82.0%

para-iodoanisole (696-62-8) + 3-iodobenzoic acid methyl ester (58313-23-8) → ethyl 4′-methoxy-[1,1′-biphenyl]-3-carboxylate (607693-71-0) + 3,3'-dicarbethoxybiphenyl (303730-26-9)

Guidance literature:

With palladium diacetate; potassium carbonate; In butanone; at 120 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol802865c

Reference yield: 60.0%

1-bromo-4-methoxy-benzene (104-92-7) + ethyl 3-bromobenzoate (24398-88-7) → ethyl 4′-methoxy-[1,1′-biphenyl]-3-carboxylate (607693-71-0) + 4,4'-Dimethoxybiphenyl (2132-80-1)

Guidance literature:

With manganese; cobalt (II) bromide; triphenylphosphine; trifluoroacetic acid; In pyridine; N,N-dimethyl-formamide; at 50 ℃;

DOI:10.1002/anie.200704402

Reference yield:

ethyl 4′-methoxy-[1,1′-biphenyl]-3-carboxylate (607693-71-0) → 4-dodecyloxyphenyl 4-[4'-(benzyloxy)-1,1'-biphenyl-3-carbonyloxy]benzoate

Guidance literature:

Multi-step reaction with 3 steps

1: boron tribromide / dichloromethane / 48 h / 20 °C / Inert atmosphere

2: potassium carbonate / acetone / 8 h / Reflux

3: dicyclohexyl-carbodiimide; dmap / dichloromethane / 4 h / 20 °C

With dmap; boron tribromide; potassium carbonate; dicyclohexyl-carbodiimide; In dichloromethane; acetone;

DOI:10.3762/bjoc.10.75

upstream raw materials:

1-bromo-4-methoxy-benzene

ethyl 3-bromobenzoate

para-iodoanisole

3-iodobenzoic acid methyl ester

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