Ethanone, 2-diazo-1-(4-fluorophenyl)-

Base Information

• Chemical Name: Ethanone, 2-diazo-1-(4-fluorophenyl)-
• CAS No.: 3488-44-6
• Molecular Formula: C8H5FN2O
• Molecular Weight: 164.139
• Mol file: 3488-44-6.mol

Synonyms:

Chemical Property of Ethanone, 2-diazo-1-(4-fluorophenyl)-

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Ethanone, 2-diazo-1-(4-fluorophenyl)-

There total 6 articles about Ethanone, 2-diazo-1-(4-fluorophenyl)- 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: 97.0%

1,3-bis-(4-fluoro-phenyl)-1,3-propanedione (1493-51-2) → 1-(4-fluorophenyl)-2-diazoethan-1-one (3488-44-6)

Guidance literature:

With 4-toluenesulfonyl azide; methylamine; In ethanol; water; at 20 ℃; for 0.166667h;

DOI:10.1021/acs.joc.7b01187

Reference yield: 94.0%

1-(4-fluorophenyl)ethanone (403-42-9) → 1-(4-fluorophenyl)-2-diazoethan-1-one (3488-44-6)

Guidance literature:

1-(4-fluorophenyl)ethanone; With potassium tert-butylate; formic acid ethyl ester; In tetrahydrofuran; at 20 ℃; for 18h; Cooling;

With sodium azide; 3-Carboxybenzenesulfonyl chloride; potassium carbonate; In tetrahydrofuran; water; at 20 ℃; for 1h; Cooling with ice;

With potassium hydroxide; In tetrahydrofuran; water; acetonitrile; at 20 ℃; for 1h; Cooling;

DOI:10.1055/s-0039-1690613

Reference yield: 64.0%

4-fluorobenzoyl chloride (403-43-0) + diazomethyl-trimethyl-silane (18107-18-1) → 1-(4-fluorophenyl)-2-diazoethan-1-one (3488-44-6)

Guidance literature:

4-fluorobenzoyl chloride; diazomethyl-trimethyl-silane; In tetrahydrofuran; diethyl ether; acetonitrile; at 20 ℃; for 0.416667h; under 5171.62 Torr;

With polymer-supported fluoride; In tetrahydrofuran; diethyl ether; acetonitrile; at 20 ℃; under 5171.62 Torr;

DOI:10.1021/ol1027927

upstream raw materials:

3-(4-fluorophenyl)-3-oxopropanal

diazomethane

4-fluorobenzoyl chloride

diazomethyl-trimethyl-silane

Downstream raw materials:

1-(4-fluorophenyl)-2-thiocyanatoethan-1-one

2-azido-1-(4-fluoro-phenyl)-ethanone

2-(4-fluorophenyl)imidazo[1,2-a]pyridine

2-amino-4-(4-fluorophenyl)thiazole

Refernces

• 1、 Dar'In, Dmitry,Kantin, Grigory,Krasavin, Mikhail. "Practical Application of the Aqueous 'Sulfonyl-Azide-Free' (SAFE) Diazo Transfer Protocol to Less α-C-H Acidic Ketones and Esters". . p. 4284 - 4290. Retrieved 2019/11/14.
• 2、 Zhang, Jianlan,Chen, Wenwen,Huang, Dayun,Zeng, Xiaobao,Wang, Xinyan,Hu, Yuefei. "Tandem Synthesis of α-Diazoketones from 1,3-Diketones". . p. 9171 - 9174. Retrieved 2017/09/11.