2-Phenylquinolin-4-ol

Base Information

• Chemical Name: 2-Phenylquinolin-4-ol
• CAS No.: 1144-20-3
• Molecular Formula: C15H11NO
• Molecular Weight: 221.258
• Hs Code.: 2933499090
• Mol file: 1144-20-3.mol

Synonyms:2-Phenyl-4-hydroxyquinoline;2-Phenyl-4-quinolinol;NSC 28866;

Chemical Property of 2-Phenylquinolin-4-ol

Chemical Property:

• Vapor Pressure: 3.86E-06mmHg at 25°C
• Melting Point: 253 °C
• Refractive Index: 1.634
• Boiling Point: 385.256 °C at 760 mmHg
• PKA: 4.18±0.40(Predicted)
• Flash Point: 158.271 °C
• PSA: 33.12000
• Density: 1.201 g/cm³
• LogP: 3.60740
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Hydroxy-2-phenylquinoline ^*data from reagent suppliers

Safty Information:

• Statements: 41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Hydroxy-2-phenylquinoline (cas# 1144-20-3) is a useful bacterial efflux pump inhibitor.

Technology Process of 2-Phenylquinolin-4-ol

There total 50 articles about 2-Phenylquinolin-4-ol 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%

4-tert-Butoxy-2-phenyl-quinoline (128924-98-1) → 2-phenyl-4-quinolinol (1144-20-3)

Guidance literature:

With oxonium;

DOI:10.1021/jo00303a001

Reference yield: 78.0%

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) + acetophenone (98-86-2) → 2-phenyl-4-quinolinol (1144-20-3)

Guidance literature:

anthranilic acid; With thionyl chloride; In benzene; for 2h; Heating;

acetophenone; In benzene; at 20 ℃;

Reference yield: 65.0%

2-azidobenzaldehyde (16714-25-3) + phenylacetylene (536-74-3) → 2-phenyl-4-quinolinol (1144-20-3)

Guidance literature:

With (S)-Ethyl lactate; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; chemoselective reaction;

DOI:10.1021/acs.joc.6b02896

upstream raw materials:

2'-acetylbenzanilide

4-ethoxy-2-phenylquinoline

N-(2-phenyl-4-quinolyl)aniline

ethyl β-anilinocinnamate

Downstream raw materials:

4-chloro-2-phenylquinoline

2-phenylquinolin-4-yl 4-nitrobenzenesulfonate

Refernces

• 1、 Brodney, Michael A.,Gair, Joseph J.,Giroux, Simon,Grey, Ronald L.. "Palladium-catalyzed hydrodefluorination of fluoroarenes". . p. 131 - 146. Retrieved 2021/06/18.
• 2、 Gharpure, Santosh J.,Nanda, Santosh K.,Adate, Priyanka A.,Shelke, Yogesh G.. "Lewis Acid Promoted Oxonium Ion Driven Carboamination of Alkynes for the Synthesis of 4-Alkoxy Quinolines". . p. 2067 - 2080. Retrieved 2017/02/26.