methyl 4-((dimethylcarbamoyl)oxy)benzoate

Base Information

• Chemical Name: methyl 4-((dimethylcarbamoyl)oxy)benzoate
• CAS No.: 38491-27-9
• Molecular Formula: C₁₁H₁₃NO₄
• Molecular Weight: 223.229
• Mol file: 38491-27-9.mol

Synonyms:methyl 4-((dimethylcarbamoyl)oxy)benzoate

Chemical Property of methyl 4-((dimethylcarbamoyl)oxy)benzoate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of methyl 4-((dimethylcarbamoyl)oxy)benzoate

There total 4 articles about methyl 4-((dimethylcarbamoyl)oxy)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: 87.0%

methyl 4-hydroxylbenzoate (99-76-3,156291-94-0) + N,N-Dimethylcarbamoyl chloride (79-44-7) → methyl 4-((dimethylcarbamoyl)oxy)benzoate (38491-27-9)

Guidance literature:

methyl 4-hydroxylbenzoate; With sodium hydride; In tetrahydrofuran; mineral oil; for 0.5h; Inert atmosphere; Cooling with ice;

N,N-Dimethylcarbamoyl chloride; In tetrahydrofuran; mineral oil; for 8h; Inert atmosphere;

DOI:10.1021/jo300713h

Reference yield: 85.0%

dimethyl 4,4′-(carbonylbis(oxy))dibenzoate (74721-70-3) + dimethyl amine (124-40-3) → methyl 4-((dimethylcarbamoyl)oxy)benzoate (38491-27-9)

Guidance literature:

In tetrahydrofuran; water; at 20 ℃; for 18h;

DOI:10.1039/c5ob02240a

Reference yield: 63.0%

methyl 4-hydroxylbenzoate (99-76-3,156291-94-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → methyl 4-((dimethylcarbamoyl)oxy)benzoate (38491-27-9)

Guidance literature:

With di-tert-butyl peroxide; copper 5,10,15,20-tetrakis(ethoxycarbonyl)porphyrin; at 120 ℃; for 12h; Reagent/catalyst; Temperature; Catalytic behavior; Schlenk technique;

DOI:10.1002/jccs.202100046

upstream raw materials:

methyl 4-hydroxylbenzoate

N,N-Dimethylcarbamoyl chloride

dimethyl 4,4′-(carbonylbis(oxy))dibenzoate

dimethyl amine

Downstream raw materials:

methyl 4-((dimethylcarbamoyl)oxy)-3-hydroxybenzoate

N,N,2,5-tetramethylbenzamide

4-cyanobenzoic acid methyl ester

methyl 3-chloro-4-((dimethylcarbamoyl)oxy)benzoate

Refernces

• 1、 Wang, Feng-Hua,Liu, Zheng-Yan,Yang, Shuang,Shi, Lei,Lin, Dong-Zi,Liu, Hai-Yang,Yuan, Gao-Qing. "The construction of C(sp3)–O bond via copper porphyrin catalyzed cross-dehydrogenative coupling reaction: Substituent and electronic effect of the catalysts". supporting information. p. 2053 - 2062. Retrieved 2021/05/26.
• 2、 Sumita, Akinari,Otani, Yuko,Ohwada, Tomohiko. "Tandem buildup of complexity of aromatic molecules through multiple successive electrophile generation in one pot, controlled by varying the reaction temperature". supporting information. p. 1680 - 1693. Retrieved 2016/02/09.