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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626036Generated: November 1, 2026

Potassium Carbonate → 3-[4-(2-Benzyloxy-4-ethyl-phenoxy)-3-fluoro-phenylamino]-propan-1-ol

https://huagongshe.com/reaction/626036

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-Bromo-1-propanolHCID 12308—
Reactant4-(2-Benzyloxy-4-ethylphenoxy)-3-fluoroanilineHCID 59191222—
SolventDimethylformamideHCID 6228—
Product3-[4-(2-Benzyloxy-4-ethyl-phenoxy)-3-fluoro-phenylamino]-propan-1-olHCID 5919126768.3%

Reaction Steps

4-[2-(benzyloxy)-4-ethylphenoxy]-3-fluoroaniline (500 mg, 1.48 mmol), K2CO3 (1.23 g, 8.9 mmol) and 3-bromo-1-propanol (410 mg, 2.9 mmol) were taken in dry DMF (2 ml) in a microwave vial and was subjected to microwave at 180° C. for 2 h. The reaction mixture was filtered over celite and the residue washed thoroughly with ethyl acetate. The combined organic fractions including the filtrate were washed with water, brine, dried over Na2SO4 and concentrated. The crude obtained was combined with earlier crude products obtained from a 100 mg and 200 mg batches and purified together by column chromatography over silica gel using 40% ethylacetate in pet ether as eluant to get 400 mg (42.6%) of pure title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309179B2
Source datasetuspto-grants-2016_04
ORD IDord-fbe6613936da49a081e3d73061b34a9d
Source noteuspto-grants-2016_04