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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1351265Generated: November 1, 2026

Tetrahydrofuran → tert-butyl N-[2-(4-fluorophenyl)-2-hydroxyethyl]-N-methylcarbamate

https://huagongshe.com/reaction/1351265

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium BicarbonateHCID 516892—
ReactantMono-tert-butyl carbonateHCID 3015642—
Reactant1-(4-Fluorophenyl)-2-(methylamino)ethan-1-olHCID 21943407—
SolventEthyl AcetateHCID 8857—
Producttert-butyl N-[2-(4-fluorophenyl)-2-hydroxyethyl]-N-methylcarbamateHCID 69414015—

Reaction Steps

A solution of 1-(4-fluorophenyl)-2-methylamino ethanol (the compound of Preparation Example 17) (9.7 g) and t-butylbicarbonate (10.0 g) in a mixed solvent of tetrahydrofuran solution (100 mL) and an aqueous solution of saturated sodium bicarbonate (50 mL) was stirred at room temperature for 1.5 hours. The solution was diluted with ethyl acetate, and washed with water and saturated sodium chloride water. After drying the organic layer with anhydrous sodium sulfate, the residue that was obtained by evaporating the solvent at reduced pressure was purified by silica gel column chromatography (hexane/ethyl acetate), and the title compound (9.5 g) was obtained as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07217723B2
Source datasetuspto-grants-2007_05
ORD IDord-dbbe7d011d1a482e8a467cfb9c6dca6e
Source noteuspto-grants-2007_05