ChemicalBook CAS DataBase List 4-HYDROXY-2-(TRIFLUOROMETHYL)QUINOLINE

4-HYDROXY-2-(TRIFLUOROMETHYL)QUINOLINE synthesis

3synthesis methods

Product Name:4-HYDROXY-2-(TRIFLUOROMETHYL)QUINOLINE
CAS Number:1701-18-4
Molecular formula:C10H6F3NO
Molecular Weight:213.16

62-53-3 Synthesis

62-53-3
620 suppliers
$10.00/1g

372-31-6 Synthesis

372-31-6
466 suppliers
$5.00/10g

1701-18-4
107 suppliers
$9.00/1g

Yield:1701-18-4 51.82%

Reaction Conditions:

with toluene-4-sulfonic acid in toluene at 140;Dean-Stark;

Steps:

4.1 Step 1: Synthesis2-(Trifluoromethyl)quinolin-4-ol (4-2)

Ethyl 4,4,4-trifluoro-3-oxobutanoate (8.000mL, 54.315mmol),Aniline (9.909mL, 108.631mmol),Toluene (100.0mL) and p-toluenesulfonic acid (0.47g, 2.716mmol) were addedIn the round-bottomed flask of the Dean-Stark trap connected to the reflux condenser,The mixture was heated to 140°C and refluxed overnight.After the reaction, the mixture was cooled to room temperature,Then use saturated NH4HCO3 aqueous solution (200mL),Wash with water (3×200mL) and saturated brine (200mL),The organic phase was dried with anhydrous sodium sulfate and concentrated,Obtain a residue.Silica gel column chromatography of the residue(Petroleum ether: ethyl acetate = 80:20)After purification, the target product is obtained as a white solid(6.0 g, 28.145 mmol, 51.82% yield).

References:

CN113234079,2021,A Location in patent:Paragraph 0219; 0221; 0222; 0223; 0224