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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 530843Generated: October 30, 2026

Cesium carbonate → Tert-butyl 3-(2-fluorophenoxy)cyclohexylcarbamate

https://huagongshe.com/reaction/530843

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1-Fluoro-2-iodobenzeneHCID 67673—
Reactant3,4,7,8-Tetramethyl-1,10-phenanthrolineHCID 74265—
Reactanttert-Butyl (3-hydroxycyclohexyl)carbamateHCID 21925254—
CatalystCopper iodideHCID 83717—
SolventTolueneHCID 1140—
ProductTert-butyl 3-(2-fluorophenoxy)cyclohexylcarbamateHCID 67983693—

Reaction Conditions

Temperature110 °C

Reaction Steps

A reaction mixture of tert-butyl 3-hydroxycyclohexylcarbamate (4 mmol, 861 mg), 1-fluoro-2-iodobenzene (5 mmol, 585 4), copper iodide (0.4 mmol, 76 mg), 3,4,7,8-tetramethyl-1,10-phenanthroline (0.8 mmol, 190 mg) and cesium carbonate (10 mmol, 3.26 g) in toluene (5 mL) was stirred at 110° C. for overnight under argon. The reaction mixture was cooled to room temperature and filtered through celite. The filtrate was concentrated. The mixture was purified by silica gel column chromatography. The product, tert-butyl 3-(2-fluorophenoxy)cyclohexylcarbamate, was eluted off the column using 15% EtOAc in Hexane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09351965B2
Source datasetuspto-grants-2016_05
ORD IDord-de94344fee0c49f68e3aaabeaac80058
Source noteuspto-grants-2016_05