ChemicalBook CAS DataBase List 2-ETHOXY-4-FLUORO-1-NITROBENZENE

2-ETHOXY-4-FLUORO-1-NITROBENZENE synthesis

6synthesis methods

Product Name:2-ETHOXY-4-FLUORO-1-NITROBENZENE
CAS Number:28987-44-2
Molecular formula:C8H8FNO3
Molecular Weight:185.15

446-36-6
267 suppliers
$9.00/10g

75-03-6
360 suppliers
$11.00/5g

28987-44-2
41 suppliers
$45.00/100mg

Yield:28987-44-2 100%

Reaction Conditions:

with potassium carbonate in acetone; for 15 h;Reflux;

Steps:

Intermediate 2: 2-Ethoxy-4-fluoro-1-nitrobenzene

Intermediate 2: 2-Ethoxy-4-fluoro-1-nitrobenzene
To a 100 mL round-bottomed flask were added a mixture of 5-fluoro-2-nitrophenol (3.14 g, 20.0 mmol), iodoethane (3.43 g, 22.0 mmol), K₂CO₃ (5.52 g, 40.0 mmol), and acetone (30.0 mL).
The mixture was heated at reflux for 15 h, and then concentrated under vacuum to dryness.
Water (30 mL) was added to the residue and the resulting mixture was extracted with EtOAc (3*20 mL).
The combined organic phases were washed with saturated NaCl_(aq) (30 mL), dried over anhydrous Na₂SO₄, and concentrated to dryness to give the title compound (3.7 g, 100%) as a yellow oil. ¹H NMR (300 MHz, CDCl₃): δ 7.92 (dd, J=9.0, 6.0 Hz, 1H), 6.80-6.65 (m, 2H), 4.17 (q, J=7.0 Hz, 2H), 1.51 (t, J=7.0 Hz, 3H).

References:

US2018/289706,2018,A1 Location in patent:Paragraph 0379; 0380

64-17-5 Synthesis