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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1716301Generated: October 25, 2026

Cesium carbonate → N-[4-(4-Trifluoromethoxy-phenoxy)-phenyl]-methanesulfonamide

https://huagongshe.com/reaction/1716301

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactantp-(Trifluoromethoxy)phenolHCID 70015—
Reactant2,2,6,6-Tetramethyl-3,5-heptanedioneHCID 70700—
ReactantN-(4-iodophenyl)methanesulfonamideHCID 836147—
CatalystCuprous chlorideHCID 62652—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductN-[4-(4-Trifluoromethoxy-phenoxy)-phenyl]-methanesulfonamideHCID 68514657—

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of 4-trifluoromethoxy-phenol (0.7 mL, 5.4 mmol) in NMP (6 mL) was added Cs2CO3 (1.76 g, 5.4 mmol). The slurry was degassed for 2 min and added N-(4-iodo-phenyl)-methanesulfonamide (0.80 g, 2.7 mmol) from Example 33, Step A, 2,2,6,6-tetramethylheptane-3,5-dione (0.056 mL, 0.27 mmol) and CuCl (0.134 g, 1.35 mmol) subsequently. The reaction mixture was heated to 110° C. under N2 overnight. The reaction was brought to the usual work-up and the crude material was purified by chromatography (20% EtOAc/hexanes). MS (EI) 348 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07803793B2
Source datasetuspto-grants-2010_09
ORD IDord-35ebee4bc113423f9af397a238b60cdc
Source noteuspto-grants-2010_09