methyl 4-trifluoromethylphenyldiazoacetate

Base Information

• Chemical Name: methyl 4-trifluoromethylphenyldiazoacetate
• CAS No.: 219564-85-9
• Molecular Formula: C₁₀H₇F₃N₂O₂
• Molecular Weight: 244.173
• Mol file: 219564-85-9.mol

Synonyms:methyl 4-trifluoromethylphenyldiazoacetate

Chemical Property of methyl 4-trifluoromethylphenyldiazoacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-trifluoromethylphenyldiazoacetate

There total 4 articles about methyl 4-trifluoromethylphenyldiazoacetate 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: 96.0%

methyl 2-(4-(trifluoromethyl)phenyl)acetate (135325-18-7) → methyl 4-trifluoromethylphenyldiazoacetate (219564-85-9)

Guidance literature:

With 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/adsc.201901343

Reference yield:

4-Trifluoromethylphenylacetic acid (32857-62-8) → methyl 4-trifluoromethylphenyldiazoacetate (219564-85-9)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 16 h / 0 - 20 °C / Inert atmosphere

2: 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetone / 20 °C / Inert atmosphere

With thionyl chloride; 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetone;

DOI:10.1039/c5ob02259b

Reference yield:

4-toluenesulfonyl azide (941-55-9) + methyl 2-(4-(trifluoromethyl)phenyl)acetate (135325-18-7) → methyl 4-trifluoromethylphenyldiazoacetate (219564-85-9)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 0 - 22 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b02692

upstream raw materials:

methyl 2-(4-(trifluoromethyl)phenyl)acetate

4-Trifluoromethylphenylacetic acid

4-toluenesulfonyl azide

Downstream raw materials:

C₁₉H₂₅F₃O₃Si

methyl [2-cyano-2-(4-(trifluoromethyl)phenyl)]acetate

methyl 2-(4-(trifluoromethyl)phenyl)-2-(1H-indol-2-yl)acetate

Refernces

• 1、 Chan, Yung-Yin,Hu, Rong-Bin,Huang, Jingxian,Qiang, Shengsheng,Xu, Tianyue,Yeung, Ying-Yeung. "Access to Bromo-γ-butenolides via Zwitterion-Catalyzed Rearrangement of Cyclopropene Carboxylic Acids". supporting information. p. 9533 - 9537. Retrieved 2021/12/14.
• 2、 Jiang, Jun,Zhang, Xinzhi,Zhang, Yangyang,Zhao, Jincheng. "B(C6F5)3-catalyzed O-H insertion reactions of diazoalkanes with phosphinic acids". supporting information. p. 5772 - 5776. Retrieved 2021/07/12.