[1,1-BIPHENYL]-4-CARBOXYLIC ACID, 3-CHLORO-, METHYL ESTER

Base Information

• Chemical Name: [1,1-BIPHENYL]-4-CARBOXYLIC ACID, 3-CHLORO-, METHYL ESTER
• CAS No.: 89901-01-9
• Molecular Formula: C14H11ClO2
• Molecular Weight: 246.693
• Mol file: 89901-01-9.mol

Synonyms:[1,1-BIPHENYL]-4-CARBOXYLIC ACID, 3-CHLORO-, METHYL ESTER

Chemical Property of [1,1-BIPHENYL]-4-CARBOXYLIC ACID, 3-CHLORO-, METHYL ESTER

Chemical Property:

• PSA: 26.30000
• LogP: 3.79360

Purity/Quality:

[1,1'-BIPHENYL]-4-CARBOXYLICACID,3'-CHLORO-,METHYLESTER 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of [1,1-BIPHENYL]-4-CARBOXYLIC ACID, 3-CHLORO-, METHYL ESTER

There total 5 articles about [1,1-BIPHENYL]-4-CARBOXYLIC ACID, 3-CHLORO-, METHYL ESTER 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: 95.0%

ris(meta-chlorophenyl)aluminum + 4-methoxycarbonylphenyl bromide (619-42-1) → methyl 3'-chloro-[1,1'-biphenyl]-4-carboxylate (89901-01-9)

Guidance literature:

With Co(1,10-phenanthroline)Cl₂; In tetrahydrofuran; for 6h; chemoselective reaction; Inert atmosphere; Reflux; Schlenk technique;

DOI:10.1039/d1cc04002b

Reference yield: 76.0%

3-chlorophenylboronic acid (63503-60-6) + 4-methoxycarbonylphenylboronic acid (99768-12-4) → methyl 3'-chloro-[1,1'-biphenyl]-4-carboxylate (89901-01-9)

Guidance literature:

4-methoxycarbonylphenylboronic acid; With iodine; potassium carbonate; In acetonitrile; at 80 ℃; for 8h; Inert atmosphere; Schlenk technique; Sealed tube;

3-chlorophenylboronic acid; With palladium diacetate; In acetonitrile; at 80 ℃; for 12h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1055/s-0033-1340871

Reference yield:

chlorobenzene (108-90-7) + methyl 4-formylbenzoate (1571-08-0) → methyl 4′-chloro-[1,1′-biphenyl]-4-carboxylate (89901-02-0) + 2'-chlorobiphenyl-4-carboxylic acid methyl ester (89900-96-9) + methyl 3'-chloro-[1,1'-biphenyl]-4-carboxylate (89901-01-9)

Guidance literature:

With di-tert-butyl peroxide; 1,2-Dinitrobenzene; at 150 ℃; for 12h; Overall yield = 59 %; Overall yield = 29 mg; Inert atmosphere; Sealed tube;

DOI:10.1039/c4cc10155c

upstream raw materials:

methanol

3'-chloro-[1,1'-biphenyl]-4-carboxylic acid

4-methoxycarbonylphenyl bromide

3-chlorophenylboronic acid

Downstream raw materials:

3'-chloro-[1,1'-biphenyl]-4-carboxylic acid

Refernces

• 1、 Tang, Ren-Jin,He, Qing,Yang, Luo. "Metal-free oxidative decarbonylative coupling of aromatic aldehydes with arenes: Direct access to biaryls". supporting information. p. 5925 - 5928. Retrieved 2015/03/30.
• 2、 Denonne, Frederic,Binet, Sophie,Burton, Maggi,Collart, Philippe,Dipesa, Alan,Ganguly, Tanmoy,Giannaras, Alexander,Kumar, Seema,Lewis, Timothy,Maounis, Florence,Nicolas, Jean-Marie,Mansley, Tamsin,Pasau, Patrick,Preda, Dorin,Stebbins, Karin,Volosov, Alexander,Zou, Dong. "Discovery of new C3aR ligands. Part 1: Arginine derivatives". . p. 3258 - 3261. Retrieved 2008/02/08.