[1,1'-biphenyl]-4-yl diethylcarbamate

Base Information

• Chemical Name: [1,1'-biphenyl]-4-yl diethylcarbamate
• CAS No.: 117947-77-0
• Molecular Formula: C₁₇H₁₉NO₂
• Molecular Weight: 269.343
• Mol file: 117947-77-0.mol

Synonyms:O-(1,1′-biphenyl)-4-yl N,N-diethylcarbamate

Chemical Property of [1,1'-biphenyl]-4-yl diethylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [1,1'-biphenyl]-4-yl diethylcarbamate

There total 2 articles about [1,1'-biphenyl]-4-yl diethylcarbamate 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: 55.0%

carbon dioxide (124-38-9,18923-20-1) + 4-biphenylboronic acid (5122-94-1) + diethylamine (109-89-7) → O-(1,1′-biphenyl)-4-yl N,N-diethylcarbamate (117947-77-0)

Guidance literature:

With pyridine; copper(I) oxide; boron trifluoride diethyl etherate; oxygen; In dichloromethane; at 80 ℃; for 24h; under 30003 Torr; Autoclave;

DOI:10.1039/c6gc03465a

Reference yield:

4-Phenylphenol (92-69-3) + N,N-diethylcarbamyl chloride (88-10-8) → O-(1,1′-biphenyl)-4-yl N,N-diethylcarbamate (117947-77-0)

Guidance literature:

With potassium carbonate; In acetonitrile; at 20 ℃; for 12h; Inert atmosphere; Reflux;

DOI:10.1002/anie.201404495

Reference yield: 86.0%

O-(1,1′-biphenyl)-4-yl N,N-diethylcarbamate (117947-77-0) + phenyl(diisobutyl)aluminium (62673-29-4) → [1,1';4',1'']terphenyl (92-94-4,94363-13-0)

Guidance literature:

With bis(tricyclohexylphosphine)nickel(II) dichloride; In toluene; at 50 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acscatal.7b01058

upstream raw materials:

4-Phenylphenol

N,N-diethylcarbamyl chloride

carbon dioxide

4-biphenylboronic acid

Downstream raw materials:

4-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl N,N-diethylcarbamate

[1,1';4',1'']terphenyl

4-Phenylphenol

2-(biphenyl-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Refernces

• 1、 Feberero, Claudia,Lopez, Carlos Silva,Sanz, Roberto,Sedano, Carlos,Suarez-Pantiga, Samuel. "Experimental and computational study of the 1,5-o → n carbamoyl snieckus-fries-type rearrangement". . p. 12561 - 12578. Retrieved 2020/11/09.
• 2、 Lo, Hong-Jay,Lin, Chin-Yin,Tseng, Mei-Chun,Chein, Rong-Jie. "Lithiation of a silyl ether: Formation of an ortho-fries hydroxyketone". supporting information. p. 9026 - 9029. Retrieved 2014/09/17.