methyl 2-(4-methoxybenzoyl)benzoate

Base Information

• Chemical Name: methyl 2-(4-methoxybenzoyl)benzoate
• CAS No.: 5449-71-8
• Molecular Formula: C16H14O4
• Molecular Weight: 270.285
• Mol file: 5449-71-8.mol

Synonyms:

Chemical Property of methyl 2-(4-methoxybenzoyl)benzoate

Chemical Property:

• Vapor Pressure: 1.68E-06mmHg at 25°C
• Boiling Point: 396.6°C at 760 mmHg
• Flash Point: 175.3°C
• Density: 1.177g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 2-(4-methoxybenzoyl)benzoate

There total 13 articles about methyl 2-(4-methoxybenzoyl)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: 72.0%

o-iodo-methyl-benzoic acid (610-97-9) + 4-methoxy-benzaldehyde (123-11-5) → methyl 2-(4-methoxybenzoyl)benzoate (5449-71-8)

Guidance literature:

With tert.-butylhydroperoxide; palladium diacetate; silver(l) oxide; In water; at 120 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.6b01064

Reference yield: 64.0%

carbon monoxide (201230-82-2) + methyl 2-(trifluoromethylsulfonyloxy)benzoate (17763-70-1) + (p-methoxyphenyl)tri-n-butylstannane (70744-47-7) → methyl 2-(4-methoxybenzoyl)benzoate (5449-71-8)

Guidance literature:

With 2,6-di-tert-butyl-4-methyl-phenol; 4 A molecular sieve; lithium chloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In N,N-dimethyl-formamide; at 90 ℃; for 21h; under 2660 Torr;

DOI:10.1021/ja00213a032

Reference yield: 64.0%

methyl 2-(trifluoromethylsulfonyloxy)benzoate (17763-70-1) + (p-methoxyphenyl)tri-n-butylstannane (70744-47-7) → methyl 2-(4-methoxybenzoyl)benzoate (5449-71-8)

Guidance literature:

With LiCl; CO; dichloro{1,1'-bis(diphenylphosphino)ferrocene}palladium(II); In N,N-dimethyl-formamide; High Pressure; the triflate and the stannane in DMF contg. the Pd catalyst and LiCl heated at 90°C under high pressure CO for 21 h; cooled to room temp., dild. with ether, filtered, filtrate washed with water and satd. NaCl soln., dried, concd., chromd. (flash column, hexanes/EtOAc);

DOI:10.1021/ja00213a032

upstream raw materials:

2-(4-hydroxy-benzoyl)-benzoic acid

dimethyl sulfate

carbon monoxide

methyl 2-(trifluoromethylsulfonyloxy)benzoate

Downstream raw materials:

3-(4-methoxyphenyl)phthalide

1,2-bis-(α-hydroxyimino-4-methoxy-benzyl)-benzene

1,2-bis-(4-hydroxy-benzoyl)-benzene

1,4-bis-(4-methoxy-phenyl)-phthalazine

Refernces

• 1、 Bayer, Annette,Ismael, Aya,Skrydstrup, Troels. "Carbonylative Suzuki-Miyaura couplings of sterically hindered aryl halides: Synthesis of 2-aroylbenzoate derivatives". supporting information. p. 1754 - 1759. Retrieved 2020/03/17.
• 2、 Suchand, Basuli,Satyanarayana, Gedu. "Palladium-Catalyzed Environmentally Benign Acylation". . p. 6409 - 6423. Retrieved 2016/08/16.