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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56260Generated: October 30, 2026

Water → 4-[2-(2-Fluoro-4-nitrophenoxy)ethyl]morpholine

https://huagongshe.com/reaction/56260

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant2-MorpholinoethanolHCID 61163—
Reactant1,2-Difluoro-4-nitrobenzeneHCID 123053—
SolventDimethylformamideHCID 6228—
Product4-[2-(2-Fluoro-4-nitrophenoxy)ethyl]morpholineHCID 6751096876.5%

Reaction Conditions

Temperature75 °C

Reaction Steps

A mixture of 1,2-difluoro-4-nitrobenzene (1.0 g, 6.29 mmol), 2-morpholinoethanol (1.0 g, 7.62 mmol) and Cs2CO3 in DMF (10 mL) was stirred at 75° C. for 12 h. 30 mL of water was then added and the resulting mixture was extracted with DCM (30 mL×2). The combined organic phases were washed with brine (30 mL×3), dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=4:1) to give the title compound as yellow oil (1.30 g, 76%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434695B2
Source datasetuspto-grants-2016_09
ORD IDord-8556e0a10d2245e59d74de65968a0b5e
Source noteuspto-grants-2016_09