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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2080071Generated: October 31, 2026

Water → C-(5-(4-fluorophenoxy)thiophen-2-yl)methylamine

https://huagongshe.com/reaction/2080071

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-FluorophenolHCID 9732—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant5-(4-Fluorophenoxy)thiophene-2-carbonitrileHCID 23130562—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductC-(5-(4-fluorophenoxy)thiophen-2-yl)methylamineHCID 23130478—

Reaction Steps

To a solution of 5-(4-fluorophenoxy)thiophene-2-carbonitrile described in Preparation Example 27 (containing 4-fluorophenol) (3.7 g) in tetrahydrofuran (40 mL) was added lithium aluminum hydride (1.3 g, 34 mmol), and the solution was stirred at room temperature for 30 minutes. Water and ethyl acetate were added to the reaction solution, which was then partitioned, the solvent was evaporated in vacuo, the residue was purified by silica gel column chromatography (ethyl acetate, then ethyl acetate:methanol=4:1), and the title compound (1.2 g, 5.4 mmol) was obtained as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07932272B2
Source datasetuspto-grants-2011_04
ORD IDord-28b7ae8e9c4c47d3adcabf74637bcf5f
Source noteuspto-grants-2011_04