4-(Diphenylamino)benzoesaeureethylester

Base Information

• Chemical Name: 4-(Diphenylamino)benzoesaeureethylester
• CAS No.: 104854-58-2
• Molecular Formula: C₂₁H₁₉NO₂
• Molecular Weight: 317.387
• Mol file: 104854-58-2.mol

Synonyms:4-(Diphenylamino)benzoesaeureethylester

Chemical Property of 4-(Diphenylamino)benzoesaeureethylester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 4-(Diphenylamino)benzoesaeureethylester

There total 4 articles about 4-(Diphenylamino)benzoesaeureethylester 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: 95.1%

Ethyl 4-bromobenzoate (5798-75-4) + diphenylamine (122-39-4) → 4-(Diphenylamino)benzoesaeureethylester (104854-58-2)

Guidance literature:

With sodium 2,6-di-tert-butyl-4-methylphenoxide; [Pd(iPent^Cl)(morpholine)Cl₂]; In neat (no solvent); at 20 - 100 ℃; for 1.008h; Sealed tube;

DOI:10.1002/chem.202101617

Reference yield: 87.0%

4-iodobenzoic acid ethyl ester (51934-41-9) + diphenylamine (122-39-4) → 4-(Diphenylamino)benzoesaeureethylester (104854-58-2)

Guidance literature:

With copper; potassium carbonate; at 250 ℃; for 1.5h; Microwave irradiation; Inert atmosphere;

DOI:10.1021/ic402602d

Reference yield: 79.8%

Ethyl 4-bromobenzoate (5798-75-4) + diphenylamine (122-39-4) → 4-(Diphenylamino)benzoesaeureethylester (104854-58-2) + tert-butyl 4-(N,N-diphenylamino)benzoate

Guidance literature:

With 2,6-di-tert-butyl-4-methyl-phenol; C₄₁H₆₅Cl₂N₃OPd; sodium t-butanolate; In toluene; at 100 ℃; for 1h; Reagent/catalyst;

DOI:10.1021/acs.organomet.1c00386

upstream raw materials:

4-iodobenzoic acid ethyl ester

diphenylamine

Ethyl 4-bromobenzoate

4-fluorobenzoic acid ethyl ester

Downstream raw materials:

4-diphenylaminobenzoic acid

[1,1'-biphenyl]-2,2'-diylbis((4-(diphenylamino)phenyl)methanone)

2-(4-(diphenylamino)benzoyl)phenyl trifluoromethanesulfonate

(4-(diphenylamino)phenyl)(2-hydroxyphenyl)methanone

Refernces

• 1、 Semeniuchenko, Volodymyr,Braje, Wilfried M.,Organ, Michael G.. "Sodium Butylated Hydroxytoluene: A Functional Group Tolerant, Eco-Friendly Base for Solvent-Free, Pd-Catalysed Amination". supporting information. p. 12535 - 12539. Retrieved 2021/08/03.
• 2、 Blacker, A. John,Moran-Malagon, Gabriel,Powell, Lyn,Reynolds, William,Stones, Rebecca,Chapman, Michael R.. "Development of an SNAr Reaction: A Practical and Scalable Strategy to Sequester and Remove HF". . p. 1086 - 1091. Retrieved 2018/09/29.