Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1515506Generated: October 26, 2026

Iodoethane → 4-Bromo-2-ethoxy-1-fluorobenzene

https://huagongshe.com/reaction/1515506

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodoethaneHCID 6340—
ReactantPotassium CarbonateHCID 11430—
ReactantPhenol, 5-bromo-2-fluoro-HCID 183421—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
Product4-Bromo-2-ethoxy-1-fluorobenzeneHCID 5983802977%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 7A (4.4 g, 23 mmol) and K2CO3 (6.4 g, 46 mmol) in DMF (30 mL) was added ethyl iodide (2.49 mL, 31 mmol) at rt. The mixture was heated at 50° C. for 2.0 h. After cooling to rt, it was diluted with ether, washed with water and brine, dried over MgSO4. The crude residue was purified by flash column chromatography (EtOAc:hexanes=1:5) to give 3.86 g (77%) of 9A as viscous oil. 1H NMR (400 MHz, CDCl3) δ ppm 1.47 (m, 3H) 4.00 (m, 2H) 6.96-7.08 (m, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222453B2
Source datasetuspto-grants-2012_07
ORD IDord-29f817352b7f46d6af69d185169f6388
Source noteuspto-grants-2012_07