4-((1-Cyclopropyl-1,3-dioxobutan-2-yl)oxy)-2,6-dimethylbenzonitrile

Base Information

• Chemical Name: 4-((1-Cyclopropyl-1,3-dioxobutan-2-yl)oxy)-2,6-dimethylbenzonitrile
• CAS No.: 913346-12-0
• Molecular Formula: C₁₆H₁₇NO₃
• Molecular Weight: 271.316
• Hs Code.: 2926909090
• Mol file: 913346-12-0.mol

Synonyms:4-((1-CYCLOPROPYL-1,3-DIOXOBUTAN-2-YL)OXY)-2,6-DIMETHYLBENZONITRILE;

Chemical Property of 4-((1-Cyclopropyl-1,3-dioxobutan-2-yl)oxy)-2,6-dimethylbenzonitrile

Chemical Property:

• Melting Point: 118℃
• Boiling Point: 454.945 °C at 760 mmHg
• Flash Point: 198.367 °C
• PSA: 67.16000
• Density: 1.184g/cm³
• LogP: 2.49058

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-((1-Cyclopropyl-1,3-dioxobutan-2-yl)oxy)-2,6-dimethylbenzonitrile

There total 3 articles about 4-((1-Cyclopropyl-1,3-dioxobutan-2-yl)oxy)-2,6-dimethylbenzonitrile 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: 60.0%

1-cyclopropyl-butane-1,3-dione (21573-10-4) + 4-hydroxy-2,6-dimethylbenzonitrile (58537-99-8) → 4-[1-(cyclopropylcarbonyl)-2-oxopropoxy]-2,6-dimethylbenzonitrile (913346-12-0) + C25H24N2O4 (1174495-39-6)

Guidance literature:

1-cyclopropyl-butane-1,3-dione; With chloro-trimethyl-silane; In dichloromethane; at 0 - 5 ℃; for 0.5h; Inert atmosphere; Large scale reaction;

With N-chloro-succinimide; In dichloromethane; at 0 - 5 ℃; for 2.08333h; Inert atmosphere; Large scale reaction;

4-hydroxy-2,6-dimethylbenzonitrile; With N-ethyl-N,N-diisopropylamine; In acetonitrile; for 15.8333h; Reflux; Large scale reaction;

DOI:10.1021/op900110k

Reference yield: 33.0%

2-chloro-1-cyclopropylbutane-1,3-dione (473924-31-1) + 4-hydroxy-2,6-dimethylbenzonitrile (58537-99-8) → 4-[1-(cyclopropylcarbonyl)-2-oxopropoxy]-2,6-dimethylbenzonitrile (913346-12-0)

Guidance literature:

4-hydroxy-2,6-dimethylbenzonitrile; With caesium carbonate; In acetone; at 20 ℃; for 0.5h;

2-chloro-1-cyclopropylbutane-1,3-dione; In acetone; for 2h; Heating / reflux;

With acetic acid; In acetone; at 20 ℃;

Reference yield: 30.0%

→ 4-[1-(cyclopropylcarbonyl)-2-oxopropoxy]-2,6-dimethylbenzonitrile (913346-12-0)

Guidance literature:

upstream raw materials:

2-chloro-1-cyclopropylbutane-1,3-dione

4-hydroxy-2,6-dimethylbenzonitrile

1-cyclopropyl-butane-1,3-dione

Refernces

• 1、 Bradley, Paul A.,De Koning, Pieter D.,Johnson, Patrick S.,Lecouturier, Yann C.,McManus, David J.,Robin, Aurelie,Underwood, Toby J.. "Development of a Practical Synthesis of the Progesterone Receptor Antagonist 4-{[3-Cyclopropyl-1-(mesylmethyl)-5-methyl-1H-pyrazol-4-yl]oxy}-2,6- dimethylbenzo-nitrile". experimental part. p. 848 - 853. Retrieved 2010/04/22.
• 2、 -. "Compounds useful in therapy". Page/Page column 22. . Retrieved 2008/06/13.