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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2172226Generated: October 31, 2026

Cesium carbonate → HCID 70873513, compound

https://huagongshe.com/reaction/2172226

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantAmmonium ChlorideHCID 25517—
Reactant2,2,6,6-Tetramethyl-3,5-heptanedioneHCID 70700—
Reactant1-Bromo-4-(trifluoromethoxy)benzeneHCID 521008—
ReactantHCID 70873672HCID 70873672—
CatalystCupric ChlorideHCID 24014—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 70873513HCID 7087351353.3%

Reaction Conditions

Temperature120 °C

Reaction Steps

4-({1-[4-(Tetrahydro-2H-pyran-2-yloxy)phenyl]piperidin-4-yl}methyl)phenol (1.10 g, 3.0 mmol), cesium carbonate (0.977 g, 3.0 mmol), N-methylpyrrolidinone (5 ml), 1-bromo-4-(trifluoromethoxy)benzene (0.723 g, 2.99 mmol) and dipivaloylmethane (0.3 g, 1.5 mmol) were mixed, and the atmosphere was replaced with nitrogen. Copper chloride (0.030 g, 0.3 mmol) was added thereto and stirred at 120° C. for 24 hours. An ammonium chloride aqueous solution was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was dried over sodium sulfate and concentrated. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=75:25) to afford the title compound as a colorless powder (0.84 g, 53%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051333B2
Source datasetuspto-grants-2015_06
ORD IDord-491710ff6cde4c6c8d1782953e2ca561
Source noteuspto-grants-2015_06