METHYL 3'-METHOXY[1,1'-BIPHENYL]-3-CARBOXYLATE

Base Information

• Chemical Name: METHYL 3'-METHOXY[1,1'-BIPHENYL]-3-CARBOXYLATE
• CAS No.: 128460-75-3
• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.274
• Mol file: 128460-75-3.mol

Synonyms:

Chemical Property of METHYL 3'-METHOXY[1,1'-BIPHENYL]-3-CARBOXYLATE

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of METHYL 3'-METHOXY[1,1'-BIPHENYL]-3-CARBOXYLATE

There total 12 articles about METHYL 3'-METHOXY[1,1'-BIPHENYL]-3-CARBOXYLATE 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: 98.0%

methyl 3-iodo-benzoate (618-91-7) + 3-methoxyphenylboronic acid (10365-98-7,1107579-37-2) → methyl 3′-methoxy(1,1′-biphenyl)-3-carboxylate (128460-75-3)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In toluene; at 100 ℃; for 15h;

DOI:10.1002/anie.202100949

Reference yield: 93.0%

methyl 3-iodo-benzoate (618-91-7) + (3-methoxyphenyl)triethoxysilane (53392-03-3) → methyl 3′-methoxy(1,1′-biphenyl)-3-carboxylate (128460-75-3)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; In tetrahydrofuran; water; at 80 ℃; for 18h;

DOI:10.1039/c5ra03732h

Reference yield: 80.0%

methyl 3-chlorobenzoate (2905-65-9) + 3-methoxybenzenetrifluorosilane (50625-29-1) → methyl 3′-methoxy(1,1′-biphenyl)-3-carboxylate (128460-75-3)

Guidance literature:

3-methoxybenzenetrifluorosilane; With tetrabutyl ammonium fluoride; palladium diacetate; XPhos; In tert-butyl alcohol; at 20 ℃; for 0.0833333h; Inert atmosphere; Sealed vial;

methyl 3-chlorobenzoate; In tert-butyl alcohol; at 60 ℃; Inert atmosphere; Sealed vial;

DOI:10.1021/jo201840n

upstream raw materials:

methyl 3-chlorobenzoate

3-methoxybenzenetrifluorosilane

trichloro(3-methoxyphenyl)silane

diazomethane

Refernces

• 1、 Zhang, Bo-Sheng,Yang, Ying-Hui,Wang, Fan,Gou, Xue-Ya,Wang, Xi-Cun,Liang, Yong-Min,Li, Yuke,Quan, Zheng-Jun. "Reductive Coupling of Aryl Halides via C—H Activation of Indene". . p. 1573 - 1579. Retrieved 2021/05/28.
• 2、 Traficante, Carla I.,Mata, Ernesto G.,Delpiccolo, Carina M. L.. "Very efficient and broad-in-scope palladium-catalyzed Hiyama cross-coupling. the role of water and copper(I) salts". . p. 26796 - 26800. Retrieved 2015/03/30.