4-[3-(TRIFLUOROMETHYL)PHENOXY]BENZENECARBONITRILE

Base Information

• Chemical Name: 4-[3-(TRIFLUOROMETHYL)PHENOXY]BENZENECARBONITRILE
• CAS No.: 453557-46-5
• Molecular Formula: C14H8F3NO
• Molecular Weight: 0.00000
• Hs Code.: 2926907090
• Mol file: 453557-46-5.mol

Synonyms:

Chemical Property of 4-[3-(TRIFLUOROMETHYL)PHENOXY]BENZENECARBONITRILE

Chemical Property:

• Melting Point: 59-61°C
• PSA: 0.00000
• LogP: 0.00000

Purity/Quality:

98%min ^*data from raw suppliers

4-[3-(Trifluoromethyl)phenoxy]benzenecarbonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

Useful:

Technology Process of 4-[3-(TRIFLUOROMETHYL)PHENOXY]BENZENECARBONITRILE

There total 2 articles about 4-[3-(TRIFLUOROMETHYL)PHENOXY]BENZENECARBONITRILE 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: 86.0%

4-fluorobenzonitrile (1194-02-1,143234-87-1) + 3-Trifluoromethylphenol (98-17-9) → 4-(3’-trifluoromethylphenoxy)benzonitrile (453557-46-5)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; for 0.0833333h; Heating; microwave irradiation;

DOI:10.1021/ol0346436 DOI:10.1055/s-2005-865321

Reference yield: 67.0%

4-bromobenzenecarbonitrile (623-00-7) + 3-Trifluoromethylphenol (98-17-9) → 4-(3’-trifluoromethylphenoxy)benzonitrile (453557-46-5)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; for 0.166667h; Heating; microwave irradiation;

DOI:10.1055/s-2005-865321

Reference yield:

4-(3’-trifluoromethylphenoxy)benzonitrile (453557-46-5) → N-[(1S)-1-{[(3S)-4-(3-hydroxyphenyl)-3-methylpiperazin-1-yl]-methyl}-2-methylpropyl]-4-[3-(trifluoromethyl)phenoxy]benzamide dihydrochloride

Guidance literature:

Multi-step reaction with 3 steps

1: potassium hydroxide; sulfuric acid; acetic acid / water / Reflux

2: triethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 12 h

3: hydrogenchloride / dichloromethane; diethyl ether

With hydrogenchloride; sulfuric acid; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium hydroxide; In diethyl ether; dichloromethane; water;

DOI:10.1021/jm400275h

upstream raw materials:

4-fluorobenzonitrile

3-Trifluoromethylphenol

4-bromobenzenecarbonitrile

Downstream raw materials:

N-[(1S)-1-{[(3S)-4-(3-hydroxyphenyl)-3-methylpiperazin-1-yl]methyl}-2-methylpropyl]-4-[3-(trifluoromethyl)phenoxy]benzamide

4-(3-(trifluoromethyl)phenoxy)benzoic acid

Refernces

• 1、 Kormos, Chad M.,Jin, Chunyang,Cueva, Juan Pablo,Runyon, Scott P.,Thomas, James B.,Brieaddy, Lawrence E.,Mascarella, S. Wayne,Navarro, Hernán A.,Gilmour, Brian P.,Carroll, F. Ivy. "Discovery of N-{4-[(3-hydroxyphenyl)-3-methylpiperazin-1-yl]methyl-2- methylpropyl}-4-phenoxybenzamide analogues as selective kappa opioid receptor antagonists". . p. 4551 - 4567. Retrieved 2013/07/19.
• 2、 Li, Feng,Wang, Quanrui,Ding, Zongbiao,Tao, Fenggang. "Microwave-assisted synthesis of diaryl ethers without catalyst". . p. 2169 - 2171. Retrieved 2007/10/03.