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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531451Generated: November 2, 2026

Cesium carbonate → tert-Butyl 4-(3-bromophenoxy)piperidine-1-carboxylate

https://huagongshe.com/reaction/531451

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant3-BromophenolHCID 11563—
Reactant1-(tert-Butoxycarbonyl)-4-(methanesulfonyloxy)piperidineHCID 4184869—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
Producttert-Butyl 4-(3-bromophenoxy)piperidine-1-carboxylateHCID 2249295785.3%

Reaction Conditions

Temperature65 °C

Reaction Steps

The mixture of 3-bromophenol (2.0 g, 11.56 mmol), tert-butyl 4-((methylsulfonyl)oxy)piperidine-1-carboxylate (3.87 g, 13.872 mmol) and caesium carbonate (11.27 g, 34.68 mmol) in DMF (25 ml) was heated at 65° C. for 14 hours. Cooled to RT and diluted with ether. Ether layer was washed with water and brine, dried over sodium sulphate and distilled off the solvent to afford 3.5 g (85.3% yield) of the titled product after purification with (60/120 silica gel) column chromatography using 5% ethyl acetate in hexane as eluent. MS: m/z=356.0 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353107B2
Source datasetuspto-grants-2016_05
ORD IDord-3243a15c997043c9b651214a20e6a71a
Source noteuspto-grants-2016_05