ChemicalBook CAS DataBase List 1-Bromo-5-fluoronaphthalene

1-Bromo-5-fluoronaphthalene synthesis

4synthesis methods

Product Name:1-Bromo-5-fluoronaphthalene
CAS Number:315-56-0
Molecular formula:C10H6BrF
Molecular Weight:225.06

4766-33-0 Synthesis

4766-33-0
134 suppliers
$11.00/1g

315-56-0
50 suppliers
$45.00/50mg

Yield:315-56-0 49%

Reaction Conditions:

with hydrogen fluoride-pyridine;NaNO₂ at 0 - 60; for 2.5 h;Inert atmosphere;

Steps:

12 Compound 12-B

To a mixture of 5-bromonaphthalen-l -amine (2.00 g, 9.01 mmol, 1.00 eq) in pyridine_*hydrofluoride (29.8 g, 180 mmol, 27.1 mL, 20.0 eq) was added NaN0₂ (2.49 g, 36.0 mmol, 4.00 eq) at 0 °C under N₂. The mixture was stirred at 25 °C for 30 min, and then heated to 60 °C and stirred for 2 hours. The reaction mixture was diluted with water (20.0 mL) and extracted with ethyl acetate (30.0 mL x 3). The combined organic layers were washed with brine (50.0 mL ^c 1), dried over sodium sulfate, filtered and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (Si()₂, Petroleum ether/Ethyl acetate = 1/0 to 1/0). Compound l-bromo-5-fluoro-naphthalene (1.30 g, 4.45 mmol, 49% yield) was obtained as a yellow oil.

References:

WO2020/47192,2020,A1 Location in patent:Paragraph 0372